Category: 17247-58-4

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 17247-58-4, name is (Bromomethyl)cyclobutane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: (Bromomethyl)cyclobutane

Step 1. EPO A stirred solution of the ketimime 1a’ (50 g, 187.1 mmol, available from Aldrich Chemical Company, Milwaukee, Wisconsin) under N2 in dry THF (400 ml_) was cooled to -780C and treated with 1 M solution of K-4BuO (220 ml_, 1.15 equiv.) in THF. The reaction mixture was warmed to 0 C and stirred for 1 h and treated with bromomethylcyclobutane (28 mL, 249 mmol). The reaction mixture was stirred at room temperature for 48 h and concentrated in vacuo. The residue was dissolved in Et2O (300 mL) and treated with aq. HCI (2 M, 300 mL) The resulting solution was stirred at room temperature for 5 h and extracted with Et2O (1 L). The aqueous layer was made basic to pH -12-14 with aq. NaOH (50 %) and extracted with CH2CI2 (3×300 mL). The combined organic layers were dried (MgSO4), filtered, and concentrated to give pure amine (1b’, 18 g) as a colorless oil

The synthetic route of 17247-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2006/130688; (2006); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 17247-58-4, name is (Bromomethyl)cyclobutane, molecular formula is C5H9Br, 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. Safety of (Bromomethyl)cyclobutane

A stirred solution of ketimine 10.01 (50 g, 187.1 mmol) under N2 in dry THF (400 mL) was cooled to-78 C and treated with 1 M solution of K-tBuO (220 mL, 1.15 equiv. ) in THF. The reaction mixture was warmed to 0 C and stirred for 1 h and treated with bromomethyl cyclobutane (28 mL, 249 mmol). The reaction mixture was stirred at room temperature for 48 h and concentrated in vacuo. The residue was dissolved in Et20 (300 mL) and treated with aq. HCI (2 M, 300 mL) The resulting solution was stirred at room temperature for 5 h and extracted with Et20 (1 L). The aqueous layer was made basic to pH-12-14 with NaOH (50 % aq. ) and extracted with CH2CI2 (3×300 mL). The combined organic layers were dried (MgS04), filtered, and concentrated to give the pure amine (10.02, 18 g) as a colorless oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 17247-58-4, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; WO2005/85197; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 17247-58-4, name is (Bromomethyl)cyclobutane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of (Bromomethyl)cyclobutane

A mixture of 4-(tetramethyl-1 ,3, 2-dioxaborolan-2-yl)-1H-pyrazole (0.58 g, 2.96 mmol), (bromomethyl)cyclobutane (0.50 ml_, 4.44 mmol) and potassium carbonate (1 .23 g, 8.88 mmol) in N,N-dimethylformamide (6 mL) was heated at 100 C for 20 hours. The reaction mixture was cooled to RT, diluted with EtOAc (50 mL) and water (50 mL). The organic layer was separated, washed with water (50 mL) and brine (30 mL), dried (MgS04), concentrated under reduced pressure and purified by Biotage Isolera chromatography (25 g Silica column, using a gradient of eluents; 0-30% EtOAc in heptane) to afford the title compound (330 mg, 41 % yield) as a colourless oil. 1H NMR (250 MHz, chloroform-d) delta [ppm] 7.76 (s, 1 H), 7.64 (s, 1 H), 4.13 (d, J = 7.3 Hz, 2H), 2.95 -2.70 (m, 1 H), 2.20 – 1 .64 (m, 6H), 1 .31 (s, 12H). LCMS (Analytical Method A): Rt = 1 .13 min, MS (ESIpos): m/z = 262.9 (M+H)

The synthetic route of 17247-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAeURLE, Stefan; DAVENPORT, Adam, James; STIMSON, Christopher; NAGEL, Jens; SCHMIDT, Nicole; ROTGERI, Andrea; GROeTICKE, Ina; RAUSCH, Alexandra; KLAR, Juergen; DYRKS, Thomas; (422 pag.)WO2018/114786; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 17247-58-4, 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 17247-58-4 as follows.

A stirred solution of the ketimime 1a’ (50 g, 187.1 mmol, available from Aldrich Chemical Company, Milwaukee, Wis.) under N2 in dry THF (400 mL) was cooled to -78 C. and treated with 1 M solution of K-tBuO (220 mL, 1.15 equiv.) in THF. The reaction mixture was warmed to 0 C. and stirred for 1 h and treated with bromomethylcyclobutane (28 mL, 249 mmol). The reaction mixture was stirred at room temperature for 48 h and concentrated in vacuo. The residue was dissolved in Et2O (300 mL) and treated with aq. HCl (2 M, 300 mL) The resulting solution was stirred at room temperature for 5 h and extracted with Et2O (1 L). The aqueous layer was made basic to pH 12-14 with aq. NaOH (50%) and extracted with CH2Cl2 (3×300 mL). The combined organic layers were dried (MgSO4), filtered, and concentrated to give pure amine (1b’, 18 g) as a colorless oil.

According to the analysis of related databases, 17247-58-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Schering Corporation; US2006/275366; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 17247-58-4, name is (Bromomethyl)cyclobutane, 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 17247-58-4, Product Details of 17247-58-4

To a stirred solution of 14 (100 mg, 0.32 mmol) in DMF (1 mL) were added K2CO3 (310 mg, 2.22 mmol) and (bromomethyl)cyclobutane (150 muL, 1.27 mmol), and stirred at 60 C under an Ar atmosphere. After 24 h with stirring, the reaction mixture was evaporated in vacuo. The resulting mixture was basified (pH 9) with saturated NaHCO3 aqueous solution and extracted with CHCl3 three times. The combined organic extracts were washed with brine, dried over Na2SO4, and evaporated in vacuo. The residue was purified by preparative TLC (CHCl3/MeOH = 10/1) to give 17 (79 mg, 65%) as a colorless oil. IR (neat): 2936, 1611, 1497 cm-1; 1H NMR (CDCl3, 400 MHz) delta: 1.30-1.38 (1H, m), 1.40-1.53 (2H, m), 1.57 (1H, d, J = 14.4 Hz), 1.60-1.92 (8H, m), 1.93-2.12 (3H, m), 2.40-2.62 (5H, m), 2.63 (1H, dd, J = 6.4, 18.0 Hz), 2.92-2.98 (1H, m), 2.94 (1H, d, J = 18.0 Hz), 3.72-3.79 (1H, m), 3.76 (3H, s), 3.80-3.86 (2H, m), 3.89-3.96 (1H, m), 6.68 (1H, dd, J = 2.8, 8.4 Hz), 6.81 (1H, d, J = 2.8 Hz), 6.98 (1H, d, J = 8.4 Hz). MS (ESI) m/z = 384 [M+H]+. HRMS (ESI) Calcd for C24H34NO3 [M+H]+: 384.2539. Found 384.2548.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Ida, Yoshihiro; Nemoto, Toru; Hirayama, Shigeto; Fujii, Hideaki; Osa, Yumiko; Imai, Masayuki; Nakamura, Takashi; Kanemasa, Toshiyuki; Kato, Akira; Nagase, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 20; 2; (2012); p. 949 – 961;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 17247-58-4, name is (Bromomethyl)cyclobutane, 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 17247-58-4, Product Details of 17247-58-4

A solution of 12.3 g (83 mmol) of cyclobutylcarbinyl bromide (Aldrich) and 13.7 g (91 mmol) of sodium iodide in 150 mL of acetone was heated to reflux overnight and then cooled to room temperature. The inorganic solids were removed by filtration and the acetone and cyclopropylcarbinyl iodide (8.41 g, 46%) were removed by distillation (ambient temperature and 150 torr at 80 C., respectively). A solution of 4.0 g (21.98 mmol) of cyclobutyl carbinyl iodide in 30 mL of anhydrous diethyl ether cooled to -78 C. was cannulated into a solution of 17 mL (21.98 mmol) of 1.3M sec-butyllithium in cyclohexanes and the solution was stirred for 5 minutes. To this mixture was cannulated a solution of 3.0 g (21.98 mmol) of freshly distilled sulfuryl chloride in 110 mL of hexanes cooled to -78 C., the mixture warmed to room temperature over 1 hour and was then carefully concentrated in vacuo. This mixture was redissolved in diethyl ether, washed once with some ice-cold water, dried (MgSO4), filtered, and concentrated carefully. This mixture was redissolved in 30 mL of THF, added dropwise to 500 mL of saturated NH3 in THF and was allowed to stir overnight. The mixture was concentrated in vacuo to a crude yellow solid and was recrystallized from the minimum amount of dichloromethane in hexanes with 1-2 drops of methanol to afford 1.39 g (42%) of cyclobutyl carbinylsulfonamide as a white solid. 1H NMR (CDCl3) delta 1.81-2.03 (m, 4H), 2.14-2.28 (m, 2H), 2.81-2.92 (m, 1H), 3.22 (d, J=7 Hz, 2H), 4.74 (brs, 2H); 13C NMR (CDCl3) delta 19.10, 28.21, 30.64, 60.93; MS m/e 148 (M-1)-. time: 1.73, method B), 818 (M++H)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/14173; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

17247-58-4, name is (Bromomethyl)cyclobutane, 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. Safety of (Bromomethyl)cyclobutane

[4~NitiO-3-(2,2,2~trifluoro-ethoxy)-phenyl]-a.cetic acid methyl ester (33 g, 94.5 mmol) and (bromomethyl)cyclobutane (17 g, 1 14.1 mmol) were mixed in DMSO (50 mL) and KOH (6.4 g, 14,1 mmol) was added in portions over 15 min. The reaction mixture was stirred for 16 h and water (100 mL) was added. The reaction mixture was extracted with EtOAc (3 x 50 mL). The combined organic phases were dried over MgS04and evaporated to give a crude yellow oil, which was purified by silica gel gradient column chromatography using Heptane-EtOAc (9: 1 – 4: 1) to give 15 g (40%) of the product as a. yellow oil. (The synthesis was repeated with temperature kept at 40 C over 16 h to give the product in quantitative yield).JH NMR (300 MHz, CDC /TMS): delta 7.86 (d, ./ 8.0 Hz, IH), 7.12-7.09 (m, 2H), 4.50 (q, J – 7.7 Hz, 2H), 3.68 (s, 3H), 3.55 (t, J = 7.3 Hz, I H ). 2.22,-2.10 (m, 2H), 2.03-1.75 (m, 5H), 1.70-1.55 (m, 2H).13C NMR (75 MHz, CDC TMS): 5 172.9, 150.5, 146.4, 139.4, 126.0, 122.7, 122.6 (d, VCF= 277.6 Hz), 1 16.0, 67.5 (q,CF36.7 Hz), 52.3, 49.6, 40.7, 33.9, 28.2, 27.9, 18.4.

The synthetic route of 17247-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; KOENIG, Gerhard; BLAIN, Jean-francois; WO2013/106328; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 17247-58-4, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 17247-58-4, name is (Bromomethyl)cyclobutane, This compound has unique chemical properties. The synthetic route is as follows.

A stirred solution of the ketimime 1a’ (50 g, 187.1 mmol, available from Aldrich Chemical Company, Milwaukee, Wis.) under N2 in dry THF (400 mL) was cooled to -78 C. and treated with 1 M solution of K-tBuO (220 mL, 1.15 equiv.) in THF. The reaction mixture was warmed to 0 C. and stirred for 1 h and treated with bromomethylcyclobutane (28 mL, 249 mmol). The reaction mixture was stirred at room temperature for 48 h and concentrated in vacuo. The residue was dissolved in Et2O (300 mL) and treated with aq. HCl (2 M, 300 mL) The resulting solution was stirred at room temperature for 5 h and extracted with Et2O (1 L). The aqueous layer was made basic to pH12-14 with aq. NaOH (50%) and extracted with CH2Cl2 (3×300 mL). The combined organic layers were dried (MgSO4), filtered, and concentrated to give pure amine (1b’, 18 g) as a colorless oil.

The chemical industry reduces the impact on the environment during synthesis (Bromomethyl)cyclobutane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Schering Corporation; US2007/10431; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 17247-58-4, name is (Bromomethyl)cyclobutane, 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 17247-58-4, Formula: C5H9Br

To a solution of deprotected phenol derivative 20 (0.3 g, 0.571 mmol) in dimethylformamide (10 mL) was added sodium hydride (50 mg, 2.083 mmol) and K2CO3 (0.8 g, 5.79 mmol) at 0 C, stirred for 15 min, followed by addition of (bromomethyl)cyclobutane (90 mg, 0.602 mmol). After completion of addition, ice-bath was removed and the reaction mixture was stirred at rt for 4 h. Upon completion of the reaction, mixture was poured into ice-water (250 mL) and extracted with ethyl acetate (3 x 30 mL). The combined organic layer was washed with saturated aq. NaHCO3 and brine, dried over Na2SO4 and concentrated in vacuo to obtain the crude product. The crude product was purified using column chromatography (n-hexane/EtOAc 60:40) to obtain 6-O-(cyclobutyl)methyl derivative 39 (0.27 g, 75%) TLC: Rf = 0.64 (n-hexane/EtOAc 50:50). m.p. = 145-147 C. 1H-NMR (400 MHz, CDCl3) delta 0.33 (d, J = 4.4 Hz, 4H), 0.56 (d, J = 7.8 Hz, 2H), 1.05 (t, J = 7.1 Hz, 3H), 1.20 (t, J = 7.4 Hz, 1H), 1.27 (t, J = 7.5 Hz, 3H), 2.65 (q, J = 7.5 Hz, 2H), 3.89 (d, J = 6.4 Hz, 2H), 3.99 (s, 2H), 4.24 (q, J = 7.1 Hz, 2H), 5.19 (s, 2H), 5.85 (s, 2H), 6.21 (s, 1H), 6.74 (s, 1H), 7.08 (d, J = 9.4 Hz, 1H), 7.11 (dd, J = 9.3 Hz, 1H), 7.31 (t, J = 7.7 Hz, 1H), 7.60 (d, J = 7.6 Hz, 1H), 7.82 (s, 1H), 7.84 (d, J = 8.9 Hz, 1H), 7.99 (s, 1H).

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, (Bromomethyl)cyclobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Khadtare, Nikhil; Stephani, Ralph; Korlipara, Vijaya; Bioorganic and Medicinal Chemistry Letters; vol. 27; 11; (2017); p. 2281 – 2285;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 17247-58-4, name is (Bromomethyl)cyclobutane, 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 17247-58-4, SDS of cas: 17247-58-4

Blank magnesium chips (370 mg, 15.2 mmol) were covered with abs. THF (ca. 0.5 mL). Two drops283 (bromomethyl)cyclobutane (from 2.09 g, 14.0 mmol) were added. As the reaction started, the rest of284 the bromide was solved in abs. THF (4 mL) and the solution was added dropwise with stirring. After285 addition, the mixture was allowed to stand for 18 h at room temperature. The mixture was diluted286 abs. THF (10 mL), warmed near to reflux und slowly poured on crushed dry ice (100 mL). After287 warming up to about 0 C and addition of EtOAc (10 mL), the mixture was washed with 2 M HCl (10288 mL) and saturated with NaCl. The organic layer was separated and the aqueous layer was extracted289 with EtOAc (10 mL), the combined organic layers were dried over Na2SO4 and concentrated under290 reduced pressure resulting in 1.02 g cyclobutylacetic acid (7a) (64 %).

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Reference:
Article; Durchschein, Christin; Bauer, Rudolf; Kretschmer, Nadine; Hufner, Antje; Rinner, Beate; Stallinger, Alexander; Deutsch, Alexander; Lohberger, Birgit; Molecules; vol. 23; 11; (2018);,
Bromide – Wikipedia,
bromide – Wiktionary