3-Butenoic acid, 2,2-diMethyl-, ethyl ester

Base Information

• Chemical Name: 3-Butenoic acid, 2,2-diMethyl-, ethyl ester
• CAS No.: 58544-20-0
• Molecular Formula: C8H14 O2
• Molecular Weight: 142.198
• Mol file: 58544-20-0.mol

Synonyms:Ethyl2,2-dimethyl-3-butenoate; NSC 402036

Chemical Property of 3-Butenoic acid, 2,2-diMethyl-, ethyl ester

Chemical Property:

• Vapor Pressure: 3.22mmHg at 25°C
• Boiling Point: 154.1°Cat760mmHg
• Flash Point: 49.9°C
• PSA: 26.30000
• Density: 0.893g/cm³
• LogP: 1.76170

Purity/Quality:

99% ^*data from raw suppliers

2,2-Dimethyl-3-butenoicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,2-Dimethyl-3-butenoic Acid Ethyl Ester is the ethyl ester of 2,2-Dimethyl-3-butenoic Acid (D469055) which is an constituent in the synthesis of metabolites of Simvastatin (S485000), a synthetic derivative of a fermentation product of Aspergillus terreus.

Technology Process of 3-Butenoic acid, 2,2-diMethyl-, ethyl ester

There total 1 articles about 3-Butenoic acid, 2,2-diMethyl-, 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:

prenyl bromide (870-63-3) + diethyl malonate (105-53-3) → diethyl (3-methylbut-2-enyl)malonate (22539-80-6) + ethyl 2,2-dimethyl-3-butenoate (58544-20-0)

Guidance literature:

Product distribution; in terms of solvents, catalysts, reagents, and temperature;

DOI:10.1016/S0022-328X(00)98920-4

Reference yield: 99.0%

ethyl 2,2-dimethyl-3-butenoate (58544-20-0) → 2,2-dimethyl-but-3-enoic acid (10276-09-2)

Guidance literature:

With sodium hydroxide; In ethanol; at 20 ℃; for 16h;

DOI:10.1021/jo0012905

Reference yield: 55.0%

ethyl 2-bromoisobutyrate (600-00-0) + ethyl 2,2-dimethyl-3-butenoate (58544-20-0) + N,N-dimethyl-aniline (121-69-7,77733-26-7) → ethyl 4-(4-(dimethylamino)phenyl)-2,2-dimethyl-3,3-diphenylbutanoate

Guidance literature:

With tris(bipyridine)ruthenium(II) dichloride hexahydrate; potassium carbonate; copper(l) chloride; In acetonitrile; at 20 ℃; for 2h; Inert atmosphere; Irradiation; Schlenk technique;

DOI:10.1039/c8cc07587e

upstream raw materials:

prenyl bromide

diethyl malonate

Downstream raw materials:

2,2-dimethyl-but-3-enoic acid

ethyl 4,4-dimethyl-3-oxo-hex-5-enoate

2,2-dimethylbut-3-enoyl chloride

5-(1,1-dimethyl-2-propenyl)imidazole-4-carbaldehyde

Refernces