Category: 4606-07-9

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. 4606-07-9, name is Ethyl cyclopropanecarboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl cyclopropanecarboxylate

General procedure: To a three-necked, 50 mL flaskequipped with a magnetic stirring bar, 15 mL of THF, 2.5 mmol of ester (1 equiv), 0.375 mmol of CuO (15% equiv), 7.5 mmol of aryl halides and magnesium chips (3 equiv) or 15 mmol of alkyl bromides and magnesium chips (6 equiv) were added. The reaction mixture was heated at 65 C for 4 h. The progress of the reaction was monitored by TLC. Then, the reaction was quenched by saturated aqueous NH4Cl (5 mL), extracted with AcOEt (10 mL × 3), dried over sodium sulfate, filtered, and evaporated to give the raw product. Pure product could be obtained by TLC with petroleum /AcOEt = 5/1 as eluent.

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; Gao, Fei; Deng, Xiang-Jun; Tang, Yu; Tang, Jin-Peng; Yang, Jun; Zhang, Yuan-Ming; Tetrahedron Letters; vol. 55; 4; (2014); p. 880 – 883;,
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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. 4606-07-9, name is Ethyl cyclopropanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., Safety of Ethyl cyclopropanecarboxylate

Example 2: Preparation of 2-bromo-1-cyclopropyl-2-(2-fluorophenyl) ethanone: Tetrahydrofuran (90 mL), magnesium turnings (4.4 g), and iodine are charged into a round bottom flask under nitrogen atmosphere at 28C. A solution of 2-bromopropane (22.07 g) in tetrahydrofuran (60 mL) is added to the reaction mass at 20C in 30 minutes and stirred at the same temperature for 1 hour. The solution of 2-(2-fluoro phenyl)acetic acid (11 g) [having less than 0.06% of 2-(3- fluorophenyl)acetic acid impurity] in tetrahydrofuran (20 mL) is added to the reaction mass at 20C in 30 minutes. The reaction mass is heated to 65C and stirred at the same temperature for 3 hours. The reaction mass is cooled to 5C. Ethyl cyciopropanecarboxylate (7.8 g) is added to the reaction mass in 10 minutes at 5C. The reaction mass is heated to 70C and stirred at the same temperature for 3 hours. The reaction mass is cooled to 20C. Water (10 mL) and 2N hydrochloric acid (90 mL) are added to the reaction mass at 20C and stirred for 20 minutes. The organic and aqueous layers are separated. The aqueous layer is extracted with dichloromethane twice (10 mL x 2). The combined organic layer is washed with saturated solution of sodium bicarbonate. The organic layer is dried over sodium sulfate. The solvent is evaporated under vacuum at 40C to get residue (6.8 g). Chloroform (130 ml) is added to the residue at 28C. N- bromo succinamide (7.8 g), azobisisobutyronitrile (0.39 g) and p-toluenesulfonic acid (0.19 g) are added to the reaction mass at 28 C. The reaction mass is heated to 65C and stirred at the same temperature for 4 hours. The reaction mass is cooled to 5C and stirred at the same temperature for 1 hour. The reaction mass is filtered at 5C to remove unwanted residue if any. The filtrate is washed with aqueous solution of sodium bisulfate (50 mL). The organic and aqueous layers are separated. The aqueous layer is extracted with chloroform (10 mL). The organic layers are combined and evaporated at 65C to get residue. Yield: 18.2 g; 2-bromo-1-cyclopropyl-2-(3-fluorophenyl)ethanone impurity. 0.051% by HPLC.

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 4606-07-9.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; ANUMULA, Raghupathi Reddy; GILLA, Goverdhan; AALLA, Sampath; METIL, Dattatray, Shamrao; KURELLA, Srinivas; CHARAGONDLA, Kavitha; WO2012/18791; (2012); A2;,
Ester – Wikipedia,
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Application of 4606-07-9,Some common heterocyclic compound, 4606-07-9, name is Ethyl cyclopropanecarboxylate, molecular formula is C6H10O2, 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.

EXAMPLE 10 3-(5-Cyclopropyl-1,2,4-oxadiazol-3-yl)-6-methoxy-5-morpholino-imidazo[1,5-a]quinazoline (Compound 70) A mixture of 6-methoxy-5-morpholino-imidazo[1,5-a]quinazoline-3-carboxamide oxime (0.9 g), ethyl cyclopropylcarboxylate (1.7 g), molecular sieves (3 g), and 80% sodium hydride (0.1 g) in 20 ml of dry DMF was heated for 11/2 hours at 120 C. The mixture was cooled to room temperature, diluted with acetic acid (0.5 ml) and methylene chloride (20 ml) and filtered. The filtered mixture was evaporated and the residue was purified by column chromatography (HPLC) (eluent: methylene chloride:acetone (2:1)) to give yellow crystals of the title compound, m.p. 227-228 C. Yield 0.38 g. In the same manner the following compound was prepared:

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

Reference:
Patent; Novo Nordisk A/S; US5371080; (1994); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 4606-07-9, name is Ethyl cyclopropanecarboxylate, A new synthetic method of this compound is introduced below., 4606-07-9

(a) Bis(4-methoxyphenyl)cyclopropylcarbinol: The Grignard reagent was prepared from 12.7 g (0.53 mol) of magnesium filings and 93.5 g (0.50 mol) of 4-bromoanisole in 160 ml of absolute ether. 26.0 g (0.228 mol) of ethyl cyclopropanecarboxylate were slowly added dropwise to this solution and the mixture was then heated at the reflux temperature for 2.5 hours. The reaction solution was poured onto ice and diluted with about 300 ml of saturated ammonium chloride solution, so that the resulting precipitate dissolved. The solution was then extracted with ether and the ethereal phase was washed with water, dried and concentrated. Vacuum distillation of the crude product gave 39.2 g of a fraction at 195-200 C./0.18 mm Hg.

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:
Patent; Hoechst Aktiengesellschaft; US4918073; (1990); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

4606-07-9, A common compound: 4606-07-9, name is Ethyl cyclopropanecarboxylate, belongs to esters-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Example 126a 3-Cyclopropyl-3-oxopropanenitrile 126a To a solution of acetonitrile (0.34 mL, 6.58 mmol) in THF (3 mL) at -78 C. under N2 protection was added lithium di-i-propylamide (3.3 mL, 2M in THF, 6.58 mmol) drop-wise. The reaction mixture was stirred at -78 C. for 3 h. Then ethyl cyclopropanecarboxylate (0.50 g, 4.38 mmol) in THF (2 mL) was added and the mixture was allowed to warm to room temperature for a period of 1 h. Water (2 mL) was added and the solvent was removed under reduced pressure. Dichloromethane (2 mL) was added and the pH of the mixture was adjusted to 5 with 2N HCl. It was then extracted with dichloromethane (5 mL*2). The combined organic layer was dried over Na2SO4 and concentrated to afford 126a as a yellow oil, which was used in the next step without further purification.

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, Ethyl cyclopropanecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Wei, BinQing; Young, Wendy B.; US2013/116246; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics