Cyclopropaneacetic acid, a-acetyl-, ethyl ester

Base Information

• Chemical Name: Cyclopropaneacetic acid, a-acetyl-, ethyl ester
• CAS No.: 22396-14-1
• Molecular Formula: C9H14O3
• Molecular Weight: 170.20600
• Mol file: 22396-14-1.mol

Synonyms:ethyl 2-cyclopropyl-3-oxobutanoate;2-Cyclopropyl-3-oxo-butyric acid ethyl ester;

Chemical Property of Cyclopropaneacetic acid, a-acetyl-, ethyl ester

Chemical Property:

• PSA: 43.37000
• LogP: 1.16470

Purity/Quality:

ethyl2-cyclopropyl-3-oxobutanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopropaneacetic acid, a-acetyl-, ethyl ester

There total 2 articles about Cyclopropaneacetic acid, a-acetyl-, ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

2-cyclopropyl-3-oxobutyronitrile (918907-28-5) + ethanol (64-17-5) → 2-cyclopropyl-3-oxobutyric acid ethyl ester (22396-14-1)

Guidance literature:

2-cyclopropyl-3-oxobutyronitrile; With ethanol; acetyl chloride; at 20 ℃;

ethanol; With hydrogenchloride; In tetrahydrofuran; at 40 ℃; for 2h;

DOI:10.1016/j.bmcl.2006.09.005

Reference yield:

2-cyclopropylacetonitrile (6542-60-5) → 2-cyclopropyl-3-oxobutyric acid ethyl ester (22396-14-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium N,N-diisopropylamide / cyclohexane; tetrahydrofuran / 0.17 h / cooling

1.2: 78 percent / tetrahydrofuran; cyclohexane / 0.17 h / 20 °C

2.1: acetyl chloride; EtOH / 20 °C

2.2: 89 percent / aq. HCl / tetrahydrofuran / 2 h / 40 °C

With ethanol; acetyl chloride; lithium diisopropyl amide; In tetrahydrofuran; cyclohexane;

DOI:10.1016/j.bmcl.2006.09.005

Reference yield: 81.0%

phenylhydrazine (100-63-0) + 2-cyclopropyl-3-oxobutyric acid ethyl ester (22396-14-1) → 4-cyclopropyl-3-methyl-1-phenyl-5-pyrazolone

Guidance literature:

With acetic acid; for 3h; Heating;

DOI:10.1016/j.bmcl.2006.09.005

upstream raw materials:

2-cyclopropyl-3-oxobutyronitrile

ethanol

2-cyclopropylacetonitrile

Downstream raw materials:

2-cyclopropyl-N-[2-(3-fluoro-phenyl)-ethyl]-3-oxo-butyramide

2-cyclopropyl-N-[2-(3-fluoro-phenyl)-ethyl]-2-(2-methyl-[1,3]dioxolan-2-yl)-acetamide

Refernces

• 1、 Nakagawa, Hidehiko,Ohyama, Ryo,Kimata, Ayako,Suzuki, Takayoshi,Miyata, Naoki. "Hydroxyl radical scavenging by edaravone derivatives: Efficient scavenging by 3-methyl-1-(pyridin-2-yl)-5-pyrazolone with an intramolecular base". . p. 5939 - 5942. Retrieved 2007/10/03.