Category: 2695-48-9

2695-48-9, name is 8-Bromo-1-octene, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C8H15Br

Schlenk flask was charged with 10·2BH3 (1.05 g, 3.62 mmol) and THF (15 mL), and cooled to -78 C. Then n-BuLi (2.5 M in hexanes, 6.4 mL, 16.0 mmol) was added with stirring. After 30min, Br(CH2)6CH=CH2 (2.80 g, 14.65 mmol) [S10] was added to the pale yellow solution over10 min. After 1 h, the cooling bath was removed. After 16 h, a 31P{1H} NMR spectrum showedthe consumption of 10·2BH3, and water (10 mL) was added. The aqueous phase was extractedwith Et2O (4 × 10 mL), and the combined organic layers dried (MgSO4) and filtered. The solventswere removed by rotary evaporation and the residue chromatographed (SiO2 column, 4 cm× 30 cm, hexanes). The solvent was removed from the product containing fractions by rotaryevaporation to give 11·2BH3 (0.476 g, 0.652 mmol, 18%) as a colorless oil.

The synthetic route of 2695-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fiedler, Tobias; Barbasiewicz, Micha?; Stollenz, Michael; Gladysz, John A.; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2354 – 2365;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 2695-48-9, The chemical industry reduces the impact on the environment during synthesis 2695-48-9, name is 8-Bromo-1-octene, I believe this compound will play a more active role in future production and life.

Example 15(+>Pinanediol oct-7-ene- 1 -boronate In a freshly cleaned, flame dried, 2-neck flask equipped with a reflux condenser and charged with dry N2 gas was added Mg0 (1.4 g, 57 mmol, 1.1 eq) and anhydrous Et2O (20 rnL). To this mixture was added slowly dripped a solution of 8-bromooct-l-ene (10 g, 52.3 mmol) dissolved in dry Et2O (10 mL). After approx. 25% of the ethereal solution had been added the reaction was gently heated to reflux. The refluxing solvent was then kept refluxing by deliberate addition of the bromide solution. Upon completion the reaction was heated at reflux for 1 h, cooled to it, and added slowly to a -780C solution of trimethoxyborane (17.2 mL, 156 mmol, 3 eq) in diethyl ether. The reaction warmed to rt overnight and quenched by addition of a 10% H2SO4 solution (50 mL) and additional Et2O (60 mL). The biphasic solution was extracted with addition Et2O, washed with brine, dried over Na2SO4 and concentrated to approx Vi the original volume. To this was added (+)-pinanediol (8.94 g, 52.3 mmol, 1 eq) and after 2 h the solution was concentrated and purified by flash column chromatography (silica gel, eluted with 2% EtOAc in hexane) to afford (+)- pinanediol oct-7-ene-l-boronate (7.9 mg, 27.2 mmol, 52% yield) as a clear colorless oil.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 8-Bromo-1-octene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHENOMIX CORPORATION; WO2008/70733; (2008); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 2695-48-9,Some common heterocyclic compound, 2695-48-9, name is 8-Bromo-1-octene, molecular formula is C8H15Br, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of cuprous chloride (0.33 mmol) in Et2O (7 mL) at -78 C. was added a 2.0M solution BnMgBr in THF (13.1 mmol) followed by an alkyl bromide (6.52 mmol) and let warm to r.t. After reacting at r.t. for 20 hours, the reaction was cooled to 0 C. and quenched with 1 n HCl. The mixture was then extracted into three 200 mL portions ethyl acetate, dried with Na2SO4, and concentrated to a black oil. The title product was recovered after purification by flash chromatography. General procedure L was used to convert 5.98 mmol of 8-bromo-1-octene to 5.08 mmol (85%) of the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 8-Bromo-1-octene, its application will become more common.

Reference:
Patent; University of Virginia Patent Foundation; US2012/214858; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 2695-48-9,Some common heterocyclic compound, 2695-48-9, name is 8-Bromo-1-octene, molecular formula is C8H15Br, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a stirred solution of 4,5-diphenyl-2-((phenylsulfonyl)methyl)oxazole419 (2.7 g, 0.007 moles, 1.0 equiv) in dry THF (50 mL) was added potassium tert-butoxide (0.97 g, 0.003 mol, 1.2 equiv) under a nitrogen atmosphere at 0-5C and stirred was continued for 30 min. To this solution was added dropwise 8-bromo-1-octene (1.51 g, 0.008 mol, 1.1 equiv). After addition of the bromide, the reaction mixture was allowed to warm to room temperature and then stirred overnight. Water (30 mL) was then added to the reaction mixture followed by extraction with dichloromethane (2 x 25 mL). The organic layers were separated and combined, and the aqueous layer was washed with dichloromethane (2 x 10 mL). All the dichloromethane extracts were combined and dried over anhydrous sodium sulfate. Removal of the drying agent and concentration resulted in a reddish crude residue which was purified by column chromatography (hexane/ethyl acetate, 9:1) to give pure 4,5-diphenyl-2-(1-(phenylsulfonyl)non-8-en-1-yl)oxazole 20 (2.3 g, 66% yield) as athick colorless oil. Rf = 0.44 (hexane/ethyl acetate, 7.5:2.5); FT- IR: 3064, 2932, 2857, 1702, 1447, 1308, 1147, 686 cm-1; 1H NMR (400 MHz, CDCl3): delta 7.78-7.75 (m, 2H), 7.65-7.60 (m, 1H), 7.51-7.46 (m, 6H), 7.37-7.33 (m, 6H), 5.81-5.71 (m, 1H), 4.98-4.89 (m, 2H), 4.50 (dd, J = 10 Hz, 5.2 Hz, 1H), 2.40-2.34 (m, 2H), 2.03-1.98 (m, 2H), 1.40-1.31 (m, 8H) ppm; 13C NMR (175 MHz, CDCl3): delta 154.9, 147.0, 138.9, 137.3, 136.0, 134.0, 131.8, 129.1, 129.0, 128.9, 128.7, 128.5, 128.4, 128.2, 127.9, 126.6, 114.3, 65.9, 33.6, 28.8, 28.64, 28.58, 26.9, 26.4 ppm; HRMS calcd for C30H31NO3S (EI+) 485.2025, Found 485.2025

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 8-Bromo-1-octene, its application will become more common.

Reference:
Article; Patil, Pravin C.; Luzzio, Frederick A.; Tetrahedron Letters; vol. 58; 13; (2017); p. 1280 – 1282;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 2695-48-9, name is 8-Bromo-1-octene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2695-48-9, Quality Control of 8-Bromo-1-octene

[00294] (Z)-8-bromo-l-chloro-l-octene (5): Following the general procedure, a solution of Mo-4 in benzene (0.1 M, 30 mu, 3.0 muiotaetaomicron, 3 mol %) was transferred by syringe to an oven- dried vial containing Z-l,2-dichloroethylene (48.5 mg, 0.5 mmol, 5.00 equiv), 8-bromo-l-octene (19.1 mg, 0.1 mmol, 1.00 equiv) and benzene (470 mu). The resulting solution was allowed to stir for 4 hours at 22 C. The reaction was quenched by addition of wet CDCI3 and analysis of the unpurified mixture revealed 90% consumption of 8-bromo-l-octene. The resulting orange oil was purified by silica gel chromatography (100%) hexanes) to afford 5 (17.4 mg, 0.0771 mmol, 77 % yield) in >98:<2 Z:E ratio as colorless oil. 1H NMR (400 MHz, CDC13): Z-isomer (major): delta 6.02 (1H, dt, J= 7.2, 1.6 Hz), 5.74 (1H, q, J= 7.2 Hz), 3.41 (2H, t, J= 6.8 Hz), 2.23 (2H, qd, J = 7.2, 1.6 Hz), 1.86 (2H, m), 1.49-1.31 (6H, m). At the same time, in my other blogs, there are other synthetic methods of this type of compound, 8-Bromo-1-octene, and friends who are interested can also refer to it. Reference:
Patent; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; TRUSTEES OF BOSTON COLLEGE; HOVEYDA, Amir H.; ZHANG, Hanmo; KOH, Ming Joo; SCHROCK, Richard Royce; (163 pag.)WO2016/73750; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 2695-48-9,Some common heterocyclic compound, 2695-48-9, name is 8-Bromo-1-octene, molecular formula is C8H15Br, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: 4-(trans-4-pentyl-cyclohexyl)phenol (3.00 g, 12.2mmol), 5-bromo-1-pentene (2.18 g,14.6mmol), potassium carbonate (3.37 g, 24.2mmol) weremixed in N,N-dimethylformamide (30ml). The reaction mixturewas stirred and allowed to react at 80 C for 8 h. The crudeproduct was washed with water and a saturated aqueous sodiumchloride solution and extracted with ethyl acetate. The productwas purified by silica gel chromatography (eluent: hexane).Compound 3(3) was obtained with 39% yield (1.49 g, 4.74mmol). 1HNMR (400 MHz, CDCl3, ): 7.11 (2H, d, J = 8.3Hz), 6.82 (2H, d, J = 8.8 Hz), 5.905.80(1H, m), 5.064.99(2H, m), 3.94 (2H, t, J = 6.3 Hz), 2.40 (1H, tt, J = 12.2, 3.2Hz), 2.23 (2H, q, J = 7.3 Hz), 1.87 (6H, m), 1.451.20(11H,m), 1.03 (2H, dd, J = 24.2, 13.2), 0.89 (3H, t, J = 6.8 Hz)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 8-Bromo-1-octene, its application will become more common.

Reference:
Article; Mizumura, Yurika; Hoegberg, Daniel; Arai, Kenichiro; Sakuda, Junji; Soberats, Bartolome; Yoshio, Masafumi; Kato, Takashi; Bulletin of the Chemical Society of Japan; vol. 92; 7; (2019); p. 1226 – 1233;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 2695-48-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2695-48-9 as follows.

To a mixture of magnesium turnings (613.5 mg, 25.25 mmol) in dry diethyl ether (30 ml) was added 8-bromo-1-octene (4.236 ml, 25.25 mmol) and stirred at room temperature for 1 h until magnesium was dissolved. Then to the Grignard solution was added dry benzene (15 ml) and followed 5,5,6,6,6-pentafluorohaxaxenitrile (1.89 g, 10.10 mmol) dissolved in dry diethyl ether (15 ml) was added dropwise at room temperature. After the reaction mixture was stirred for 1 h, 1N hydrochloric acid solution (27 ml) was added and stirred for 1 hour additionally. Then to the reaction solution was added water, which was extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified with column chromatography (n-hexane:ethyl acetate=9:1) to give 1.892 g (yield: 62%) of the title compound as a colorless oil. [01353] 1H-NMR (270 MHz, CDCl3) delta: 5.83-5.71 (m, 1H, CH2CH), 4.96 (d, J=17 Hz, 1H, CH2CH), 4.92 (d, J=11 Hz, 1H, CH2CH), 2.51 (t, J=7 Hz, 2H, COCH2), 2.39 (t, J=7 Hz, 2H, COCH2), 2.03-1.83 (m, 6H, CH2CHCH2 and CF2CH2CH2), 1.56 (m, 2H, COCH2CH2), 1.29 (m, 6H, CH2CH2CH2).

According to the analysis of related databases, 2695-48-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chugai Seiyaku Kabushiki Kaisha; US6645951; (2003); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 2695-48-9, name is 8-Bromo-1-octene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2695-48-9, Formula: C8H15Br

Intermediate 104b tert-butyl 4-hydroxydodec-11-enoate Magnesium turnings (307 mg, 12.64 mmol) was weighed into a pre-dried flask and dried in an oven at 120 C for 2 hours. The flask was removed from the oven, sealed, and cooled to ambient temperature. To the flask, 6 ml_ of anhydrous THF and one particle of iodine was added, followed by addition of 8-bromooct-1-ene (1.570 g, 8.22 mmol). A condenser was added to the flask, and the whole system was exhanged with N2 and protected under N2 ballon. The reaction was heated with a heating until the brown color from the iodine disipated. The reaction was heated at reflux until most of magnesium was consumed (about 1.5 hr), then cooled to room temperature. To a solution of Intermediate 104a (1.0g, 6.32mmol) in 25ml THF cooled in a dry-ice acetone bath, the freshly prepared Grignard reagent was added dropwise. The reaction was stirred for 1 h, then warmed to ambient temperature. The reaction was quenched with sat. aq. NaHC03, and extracted with ethyl acetate. The combined organics were dried over sodium sulfate and filtered. The filtrate was concentrated under reduced pressure and purfied on silica gel with 10% ethyl acetate / heptane to afford the desired product (890mg, 60%). 1H NMR (400 MHz, CDCI3) delta = 5.61-5.85 (m, 1 H), 4.80-4.98 (m, 2H), 3.48-3.62 (m, 1 H), 2.26-2.36 (t, J=7.5Hz, 2H), 1.50- 1.78 (m, 4H), 1.35-1.44 (m, 19H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 8-Bromo-1-octene, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; BRITO, Luis; CHEN, Delai; GAMBER, Gabriel Grant; GEALL, Andrew; LOVE, Kevin; ZABAWA, Thomas; ZECRI, Frederic; WO2015/95346; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2695-48-9 as follows. COA of Formula: C8H15Br

[0130] 133 mmol of 1 1 -bromo1 -undecene and 136 mmol of triethoxy silane were added to a single neck RBF attached with an attached reflux condenser. Then 1 .0 mL Karstedt’s catalyst (2 Wt. % solution in toluene, 0.1 mmol)) was added via syringe and flask was in the oil bath between 70C for 2h. Separation of (8-bromooctyl) triethoxysilane from rearrangement olefin and excess triethoxy silane was achieved by fractional distillation under high vacuum (BP. 170C at 10″6mm). Yield 53.3%. FIG. 1 shows the 1H NMR spectrum of (8-bromooctyl) triethoxysilane.

According to the analysis of related databases, 2695-48-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK PATENT GMBH; BOBADE, Sachin; POLISHCHUK, Orest; PADMANABAN, Munirathna; BASKARAN, Durairaj; (65 pag.)WO2019/81450; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2695-48-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2695-48-9 name is 8-Bromo-1-octene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: Part of the solution of 8-bromo-1-octene (573.3 mg, 3.0 mmol) in THF (2 mL) was quickly addedvia syringe to a stirred solution of Mg (1.16 g, 5.0 mmol) and I2 (cat.) in THF (5 mL) under Aratmosphere. The mixture was heated until the color disappeared; then, the remaining 8-bromo-1-octene was added dropwise. After the addition was completed, the resulting reaction mixture washeated to reflux for 1 h and then was allowed to cool to room temperature. The prepared Grignardreagent was added slowly to a solution of D-arabino-nitrone (14) (417.5 mg, 1.0 mmol) in THF (10 mL)via syringe at 0 C under Ar atmosphere. The reaction mixture was stirred for 0.5 h; then sat. aq.NH4Cl was added to quench the reaction. The organic layer was separated and the aqueous layer wasextracted with EtOAc (3 ¡Á 20 mL). The combined organic phases were dried over MgSO4 and filtered;the solvent was removed under reduced pressure to give the crude product hydroxylamine 19, whichwas used without further purification because of its instability. The sample for structurecharacterization was purified by flash column chromatography on silica gel (petroleum ether/EtOAc= 5/1) as a colorless syrup.Data for (2R,3R,4R,5R)-3,4-bis(benzyloxy)-2- ((benzyloxy)methyl)-1-hydroxyl-5-(oct-7-en-1-yl)pyrrolidine (19): [alpha]D 20 -8.6 (c 1.2 in CH2Cl2); numax/cm-1: 3030 (w), 2926 (s), 2855 (s), 1454 (m), 1362(w), 1097 (s), 735 (m), 697 (s); 1H-NMR (400 MHz, CDCl3) delta 7.32-7.24 (m, 15H), 5.80 (ddt, J = 16.9, 10.2,6.6 Hz, 1H), 5.01-4.91 (m, 2H), 4.56-4.42 (m, 6H), 3.95-3.92 (m, 1H), 3.80-3.76 (m, 2H), 3.58 (dd, J =9.2, 6.9 Hz, 1H), 3.54-3.50 (m, 1H), 3.17 (dt, J = 7.5, 5.4 Hz, 1H), 2.04-1.99 (m, 2H), 1.88-1.83 (m, 1H),1.50-1.43 (m, 1H), 1.42-1.28 (m, 8H); 13C-NMR (100 MHz, CDCl3) delta 139.3, 138.3, 138.2, 138.2, 128.5,128.5, 128.1, 128.0, 127.8, 127.8, 127.7, 114.3, 86.8, 84.7, 73.5, 71.8, 71.8, 70.2, 70.1, 68.4, 33.9, 29.8, 29.2,29.0, 26.7; HRMS(ESI) calcd for C34H44O4N+ [M + H]+ 530.32649, found 530.32565.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 8-Bromo-1-octene, and friends who are interested can also refer to it.

Reference:
Article; Wu, Qing-Kun; Kinami, Kyoko; Kato, Atsushi; Li, Yi-Xian; Jia, Yue-Mei; Fleet, George W.J.; Yu, Chu-Yi; Molecules; vol. 24; 20; (2019);,
Bromide – Wikipedia,
bromide – Wiktionary