Category: 4333-56-6

These common heterocyclic compound, 4333-56-6, name is Bromocyclopropane, its 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. Recommanded Product: 4333-56-6

A flame dried two-neck round bottom flask fitted with a reflux condenser and N2 outlet was charged with anhydrous THF, freshly activated Mg (120 mg, 4.95 mmol) and a catalytic amount of iodine. A small portion of cyclopropyl bromide dissolved in THF was added. Afier initiation of reflux, the reaction mixture was cooled to -20 C. and the remaining cyclopropyl bromide (500 mg, 4.13 mmol) was gradually added. Afier 30 mm a freshly distilled solution of glyoxalate 45 (549 mg, 5.37 mmol) in THF was added over a 10 mm period and the resulting solution was stirred at -20 C. for 2 h before being quenched with a small amount of watet After 10 mm the reaction mixture was thrther diluted with water (50 mL) and extracted with ethyl acetate (3×50 mL). The organic extracts were combined, dried over anhydrous Mg504, filtered, concentrated in vacuo and purifiedby column chromatography eluting with ethyl acetate/nhexane (a gradient of 10-20%) to furnish ethyl a-hydroxy132 cyclopropaneacetate (422 mg, 71%) as a viscous oil. The oil (350 mg, 2.43 mmol) was dissolved in anhydrous DCM and cooled to 0 C. Then Ph3P (2.04 gm, 7.78 mmol) was added followed by C13r4 (1.20 gm, 3.64 mmol). The reactionmixture was stirred at 0 C. for 2 h and then concentrated in vacuo. The Ph3PO was precipitated by addition of n-hexane and removed by filtration. The crude reaction mixture was purified by flash column chromatography to furnish ethyl a-bromocyclopropaneacetate (46, R=c-Pr): (311 mg, 62%yield).

The synthetic route of Bromocyclopropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Brandeis University; University of Georgia Research Foundation, Inc.; The Brigham and Women’s Hospital, Inc.; Hedstrom, Lizbeth K.; Cuny, Gregory D.; Gollapalli, Deviprasad R.; Kirubakaran, Sivapriya; Maurya, Sushil K.; Striepen, Boris; Gorla, Suresh K.; Johnson, Corey R.; Kavitha, Mandapati; Khan, Jihan; (149 pag.)US10125116; (2018); B2;,
Bromide – Wikipedia,
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Application of 4333-56-6,Some common heterocyclic compound, 4333-56-6, name is Bromocyclopropane, molecular formula is C3H5Br, 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.

INTERMEDIATE 36; 1-bromo-3-cyclopropoxybenzene A mixture of 3-bromophenol (2.4g, 13.9mmol), bomocyclopropane (6.66ml, 83mmol) and potassium carbonate (9.6g, 69.5mmol) in DMF (16ml) was heated at 18O0C in a microwave oven for 8 hours. The reaction mixture was diluted with a mixture of diethylether and water. The organic layer was separated, washed with water, brine, dried over Na2SO4, filtered and evaporated. An oil was obtained, 2.87g, with a purity of 81%. This intermediate was used for the next reaction. Retention time: 6.91 min.

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

Reference:
Patent; LABORATORIOS ALMIRALL, S.A.; WO2008/77639; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 4333-56-6, name is Bromocyclopropane, 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 4333-56-6, Application In Synthesis of Bromocyclopropane

Dissolve 4-bromo-benzenethiol (2.00 g, 10.6 mmol) in dry DMSO (50 mL) under a nitrogen atmosphere. Add potassium tert-butoxide (1. 30 g, 11.7 mmol) and stir until dissolved. Add cyclopropyl bromide (2.6 mL, 31.8 mmol) and heat the reaction to 80 C for 2 days. Cool to room temperature and pour the reaction into water (500 mL). Extract the aqueous layer with Et20 (2 x 200 mL) and wash the combined organic layers with water (100 mL). Dry over sodium sulfate and concentrate in vacuo. Chromatograph the residue on a Si02 column eluting the material with hexanes to give 1.73 g of 1-bromo-4- cyclopropylsulfanyl-benzene (72%). Dissolve l-bromo-4-cyclopropylsulfanyl-benzene (1.73 g, 7.55 mmol) in dry methylene chloride (75 mL). Slowly add mCPBA (4.8 g, 18. 8 mmol, 68%) in portions to control a mild exotherm. After stirring for 1 hour, filter the resultant precipitate. Wash the filtrate with IN NaOH (50 mL) and dry the organic layer with sodium sulfate. Concentrate in vacuo to yield 2.0 g of 1-bromo-4-cyclopropanesulfonyl-benzene (100%). Dissolve l-bromo-4-cyclopropanesulfonyl-benzene (500 mg, 1.91 mmol), bis (pinacolato) diboron (577 mg, 2.29 mmol), potassium acetate (513 mg, 5.70 mmol) and PdCl2 (dppf) CH2C12 (46 mg, 0.057 mmol) in dry DMSO (10 mL) under a nitrogen atmosphere. Heat the mixture to 80C for four hours. Cool the reaction to room temperature and pour into water (100 mL). Extract the aqueous phase with Et20 (2 x 50 mL) and wash the combined organic layers with water (50 mL). Dry over sodium sulfate and concentrate in vacuo. Chromatograph the residue on a Si02 column eluting the material with EtOAc in hexanes (10 to 40%) to give 200 mg of the title compound (34%).

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, Bromocyclopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/9086; (2004); A1;,
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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. 4333-56-6, name is Bromocyclopropane, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C3H5Br

To a cooled (0 C) solution of potassium tert butoxide (0.36 g, 2.9 mmol) in DMSO (12 mL) was added 3-bromothiophenol (0.50 g, 2.6 mmol) under a nitrogen atmosphere and the reaction mixture was stirred for 15 min. A solution of cyclopropylbromide (0.96 g, 7.8 mmol) in DMSO (1.0 mL) was added dropwise. The reaction mixture was allowed to warm to rt, and followed by heating to 80 C for 48 hrs. The reaction mixture was cooled to rt and diluted with cold water (10 mL) and EtOAc (10 mL). The layers were separated and the aqueous layer was extracted EtOAc (20 mL x 2). The combined organic extracts were washed with water, brine, dried over Na2S04 and concentrated in vacuo to give the title compound (0.40 g, 66% yield). MS (ESI) 230.1 [M+H]+..

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 4333-56-6.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; EXELIXIS PATENT COMPANY LLC; KICK, Ellen, K.; BODAS, Mandar; MOHAN, Raju; VALENTE, Meriah; WURTZ, Nicholas; PATIL, Sharanabasappa; WO2014/144037; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 4333-56-6, name is Bromocyclopropane, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

To a stirred solution of 2-bromo-5-fluorophenol (1 .0 g) in DMF (15 mL) in a microwave tube was added cesium carbonate (5.0 g), potassium iodide (130 mg) and bromocyclopropane (1 .82 g). The mixture was heated in a microwave oven to 180 C for 1 h, to 200 C for 1 h and to 220 C for 1 h. Ethyl acetate was added and the mixture was washed with water. The organic phase was washed with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silica gel chromatography gave 1 .14 g of the title compound. 1H-NMR (300MHz, DMSO-d6): delta [ppm] = 0.62 – 0.88 (m, 4H), 3.90 – 4.00 (m, 1 H), 6.77 (td, 1 H), 7.23 (dd, 1 H), 7.48 – 7.63 (m, 1 H).

The synthetic route of 4333-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; MAIS, Franz-Josef; WO2014/9219; (2014); A1;,
Bromide – Wikipedia,
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Application of 4333-56-6, The chemical industry reduces the impact on the environment during synthesis 4333-56-6, name is Bromocyclopropane, I believe this compound will play a more active role in future production and life.

Step A: 4-Bromo-1-cyclopropyl-1H-pyrazole 4-Bromo-1H-pyrazole (1.76 g, 12 mmol) is dissolved in anhydrous dimethylformamide (15 mL). Cyclopropyl bromide (2.9 mL, 36 mmol) and caesium carbonate (7.8 g, 24 mmol) are successively added thereto. The reaction mixture is heated for 15 hours at 160 C. in a sealed flask. At the end of the reaction, the solvent is evaporated off in vacuo and the residue is purified by chromatography over silica gel using heptane and dichloromethane as eluants to yield the expected compound.

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, Bromocyclopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LE TIRAN, Arnaud; LE DIGUARHER, Thierry; STARCK, Jerome-Benoit; HENLIN, Jean-Michel; GUILLOUZIC, Anne-Francoise; DE NANTEUIL, Guillaume; GENESTE, Olivier; FEJES, Imre; TATAI, Janos; NYERGES, Miklos; DAVIDSON, James Edward Paul; MURRAY, James Brooke; CHEN, I-Jen; DURAND, Didier; US2015/31673; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 4333-56-6, These common heterocyclic compound, 4333-56-6, name is Bromocyclopropane, its 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 suspension of magnesium turnings (300 mg, 12.3 mmol) in THF (2.0 mL) was added commercially available cyclopropyl bromide (0.800 mL, 9.99 mmol) in THF (17.2 mL) dropwise at room temperature over 30 min. During this operation, the reaction continued refluxing without heating. After the addition of the halide was completed, the mixture was stirred at room temperature for 5 h. The concentration of this solution of 40 was determined by titration as shown below. Titration. After an exactly 0.150-mL aliquot of the Grignard solution of 40 was quenched with an exactly known volume (0.250 mL) of a 1.000 M HCl standard solution (purchased from Yoneyama Yakuhin Kogyo, Co., Ltd. (Japan)), the mixture was then titrated with a 0.500 M NaOH standard solution (purchased from Yoneyama Yakuhin Kogyo, Co., Ltd. (Japan)) (0.352 mL) with methyl orange as an indicator to determine its concentration to be 0.49 M. Thus, the yield of the Grignard reagent was 98% based on the halide. In several runs, the Grignard concentrations usually fell within a range between 0.48 and 0.51 M.

Statistics shows that Bromocyclopropane is playing an increasingly important role. we look forward to future research findings about 4333-56-6.

Reference:
Article; Sugano, Goshi; Kawada, Kojiro; Shigeta, Masayuki; Hata, Takeshi; Urabe, Hirokazu; Tetrahedron Letters; vol. 60; 13; (2019); p. 885 – 890;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 4333-56-6, name is Bromocyclopropane, 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 4333-56-6, name: Bromocyclopropane

Synthesis of l-bromo-2-cyclopropoxy-4-fluorobenzene [0520] To a stirred solution of 2-bromo-5-fluorophenol (1 g, 5.23 mmol) in DMF (5 mL) under argon atmosphere were added cesium carbonate (5 g, 15.69 mmol), potassium iodide (130 mg, 0.78 mmol) and bromocyclopropane (1.2 mL, 15.70 mmol) at RT. The reaction mixture was stirred at 180-220C for 3 h. After consumption of the starting materials (monitored by TLC), the reaction was diluted with water (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by column chromatography using 5% EtOAc:hexanes to afford l-bromo-2-cyclopropoxy-4-fluorobenzene (1 g, 83%) as colorless oil. 1H-NMR (OMSO-de, 400 MHz): delta 7.60 (t, 1H), 7.27 (d, 1H), 6.80 (t, 1H), 4.00-3.96 (m, 1H), 0.87-0.82 (m, 2H), 0.72-0.69 (m, 2H); TLC: 10% EtOAc/hexane (R 0.7).

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, Bromocyclopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66697; (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 4333-56-6 as follows. Product Details of 4333-56-6

To a stirred solution of cyclopropyl bromide (4.0 mL, 50 mmol) in 120 mL of ether at-78C was added dropwise a 1.7M solution of t-butyllithium in pentane (44.5 mL, 75.7 mmol). After 10 min, cooling bath was removed, stirring was continued for 1.5 h. The mixture was cooled again in a-78C bath, and 3-furaldehyde (3.5 mL, 41.9 mmol) was added. Reaction was continued for 1 h, and quenched with a saturated NH4CI aqueous solution. The aqueous mixture was extracted with CH2CI2 (100 mL x 3). The organic extracts were washed with brine, dried by Na2SO4, filtered, and concentrated in vacuo to give 5.3 g (91 %) of the alcohol product as a yellow oil.

According to the analysis of related databases, 4333-56-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SCHERING CORPORATION; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2005/68460; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 4333-56-6, A common heterocyclic compound, 4333-56-6, name is Bromocyclopropane, molecular formula is C3H5Br, its 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.

In a microwave reaction vial, 4-hydroxybenzaldehyde (1.20 g), K2CO3 (2.04 g), and NaI(49.0 mg), bromocyclopropane (1.02 mL), and DMF (9.80 mL) were mixed and the vialwas sealed. The mixture was stirred for 3 h at 200 oC with microwave irradiation. Aftercooled to room temperature, the mixture was poured into water and extracted with Et2O3 times. Combined organic layers were washed with brine, passed through PhaseSeparator, and concentrated under reduced pressure. The residue was purified by flashcolumn chromatography (gradient from hexane to hexane/EtOAc = 1:1) to give 3h (510mg) as a colorless oil. 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 0.76 – 0.91 (m, 4 H) 3.77 – 3.88 (m, 1 H) 7.12 – 7.19 (m, 2 H) 7.80 – 7.87 (m, 2 H) 9.90 (s, 1 H).MS ESI/APCI Dual posi: 163[M+H]+, 185[M+Na]+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Hamada, Makoto; Takayama, Tetsuo; Shibata, Tsuyoshi; Hiratate, Akira; Takahashi, Masato; Yashiro, Miyoko; Takayama, Noriko; Okumura-Kitajima, Lisa; Koretsune, Hiroko; Kajiyama, Hiromitsu; Naruse, Takumi; Kato, Sota; Takano, Hiroki; Kakinuma, Hiroyuki; Bioorganic and Medicinal Chemistry Letters; vol. 28; 10; (2018); p. 1725 – 1730;,
Bromide – Wikipedia,
bromide – Wiktionary