34993-63-0

Basic information

• Product Name: 5-METHYL-HEX-2-ENOIC ACID ETHYL ESTER
• Synonyms: 5-METHYL-HEX-2-ENOIC ACID ETHYL ESTER
• CAS NO: 34993-63-0
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.22
• Mol File: 34993-63-0.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 62 °C(Press: 0.08 Torr)
• Appearance: /
• Density: 0.894±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 5-METHYL-HEX-2-ENOIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-HEX-2-ENOIC ACID ETHYL ESTER(34993-63-0)
• EPA Substance Registry System: 5-METHYL-HEX-2-ENOIC ACID ETHYL ESTER(34993-63-0)

Safety Data

• Hazardous Substances Data: 34993-63-0(Hazardous Substances Data)

Usage

Uses

A useful synthetic intermediate.

Upstream product

• 64-17-5 ethanol 
• 41653-96-7 5-methyl-2-hexenoic acid 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 590-86-3 isovaleraldehyde 
• 1071-46-1 hydrogen ethyl malonate 
• 105-53-3 diethyl malonate 
• 141-78-6 ethyl acetate 
• 51615-30-6 diethyl 2-(3-methylbutylidene)malonate 
• 105-36-2 ethyl bromoacetate 
• 603-35-0 triphenylphosphine 

Downstream Products

• 765838-53-7 2-Hydroxy-6-isobutyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester 
• 128013-65-0 3-nitromethyl-5-methyl-hexanoic acid ethyl ester 
• 41653-96-7 5-methyl-2-hexenoic acid 
• 41653-96-7 (E)-5-methyl-2-hexenoic acid 
• 450409-34-4 ethyl (2S,3R)-2-hydroxy-5-methyl-3-(tosylamino)hexanoate 
• 49642-07-1 statine 
• 428452-71-5 (2R,3R)-2-Hydroxy-5-methyl-3-(toluene-4-sulfonyloxy)-hexanoic acid ethyl ester 
• 370064-66-7 3-(S)-isobutyl-aziridine-2-(R)-carboxylic acid benzyl ester 
• 370064-68-9 3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid 
• 370064-63-4 (E)-1,5-(S)-dimethyl-3-(5-methylhex-2-enoyl)-4-(R)-phenylimidazolidin-2-one 
• 370064-65-6 1-(3-(S)-isobutyl-aziridine-2-(R)-carbonyl)-3,4-(S)-dimethyl-5-(R)-phenylimidazolidin-2-one 
• 370064-67-8 3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid benzyl ester 
• 370064-69-0 3-(S)-isobutyl-1-(4-methoxybenzenesulfonyl)aziridine-2-(R)-carboxylic acid benzyloxyamide 

Relevant articles and documents

Method for preparing pregabalin by photocatalysis (by machine translation)

The preparation method is characterized by comprising the 3S following -3 - steps:5 - 1) dissolving the compound I and a certain amount of alkali in an organic solvent, adding the compound II, heating the reaction, obtaining the compound III, 2) preparing the compound V; 3) preparing the compound V through deprotection, ring opening, chiral resolution, and recrystallization to obtain pregabalin. The preparation method comprises the following steps: 1) dissolving compound III, compound IV and photocatalyst in an organic solvent. The raw materials used in the invention are cheap and easily available, the reaction conditions of the photocatalytic oxidation method are mild, reagents are environmentally friendly, green and environment-friendly, and the method is an ideal industrial production process. (by machine translation)

Synthesis method of pregabalin intermediate 3-nitromethylene-5-methyl-ethyl hexanoate

The invention provides a synthesis method of a pregabalin intermediate, namely 3-nitromethylene-5-methyl-ethyl hexanoate. The synthesis method comprises the following steps: (1) reacting isovaleraldehyde with malonic acid in a choline chloride-urea eutectic solvent to obtain 5-methyl-2-hexenoic acid; (2) reacting the 5-methyl-2-hexenoic acid with absolute ethyl alcohol in a choline chloride-methanesulfonic acid eutectic solvent to obtain 5-methyl-2- ethyl hexanoate; and (3) reacting the 5-methyl-2- ethyl hexanoate with nitromethane in a choline chloride-urea eutectic solvent to obtain the 3-nitromethylene-5-methyl- ethyl hexanoate. The method does not need an organic solvent, is green, low in toxicity, environment-friendly, simple to operate, simple in post-treatment, high in yield and lowin cost, and is a green and efficient synthesis method for synthesizing the pregabalin intermediate.

Synthetic method of environment-friendly and efficient pregabalin

The invention relates to a synthetic method of environment-friendly and efficient pregabalin. The synthetic method comprises the following steps: 1) dehydrating and condensing acetate and isopentyl aldehyde to obtain 5-methyl-2-hexenoate; 2) performing cyano addition on the 5-methyl-2-hexenoate to obtain (S)-5-methyl-3-cyanohexanoate; 3) performing hydrogen reduction cyclization on the (S)-5-methyl-3-cyanohexanoate to obtain (S)-4-isobutylpyrrolidin-2-one; and 4) performing hydrolysis and ring opening on the (S)-4-isobutylpyrrolidin-2-one to obtain the pregabalin. The synthetic route has the advantages of cheap and easily available raw materials, few reaction steps, mild process conditions, simple operation, high reaction yield and less environment pollution, and is more suitable for industrial production of bulk drug pregabalin.