Propanedioic acid, ethyl 3-phenyl-2-propenyl ester

Base Information

• Chemical Name: Propanedioic acid, ethyl 3-phenyl-2-propenyl ester
• CAS No.: 96540-63-5
• Molecular Formula: C14H16O4
• Molecular Weight: 248.279
• Mol file: 96540-63-5.mol

Synonyms:

Chemical Property of Propanedioic acid, ethyl 3-phenyl-2-propenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Propanedioic acid, ethyl 3-phenyl-2-propenyl ester

There total 4 articles about Propanedioic acid, ethyl 3-phenyl-2-propenyl 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: 95.0%

ethanol (64-17-5) + C12H9IO2 → cinnamyl ethyl malonate (96540-63-5)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate; In water; acetonitrile; at 20 ℃; for 0.0833333h; Reagent/catalyst; Solvent;

Reference yield: 70.0%

diazoacetic acid ethyl ester (623-73-4) + carbon monoxide (201230-82-2) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → cinnamyl ethyl malonate (96540-63-5)

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; at 60 ℃; for 6h; under 760.051 Torr;

DOI:10.1021/ja107351d

Reference yield: 41.0%

ethyl chlorocarbonylacetate (36239-09-5) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → cinnamyl ethyl malonate (96540-63-5)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 2h; Ambient temperature;

upstream raw materials:

ethyl chlorocarbonylacetate

(2E)-3-phenyl-2-propen-1-ol

hydrogen ethyl malonate

diazoacetic acid ethyl ester

Downstream raw materials:

(1S,3R,3aS,6aS)-ethyl 4-oxo-1,3-diphenylhexahydrofuro[3,4-c]furan-3a-carboxylate

1-cinnamyl 3-ethyl 2-diazomalonate

3-ethoxycarbonyl-4-(1-iodobenzyl)-4,5-dihydrofuran-2(3H)-one

1-ethoxycarbonyl-3-oxa-2-oxo-6-phenylbicyclo<3.1.0>hexane

Refernces

• 1、 Zhang, Zhenhua,Liu, Yiyang,Ling, Lin,Li, Yuxue,Dong, Yian,Gong, Mingxing,Zhao, Xiaokun,Zhang, Yan,Wang, Jianbo. "Pd-catalyzed carbonylation of diazo compounds at atmospheric pressure: A catalytic approach to ketenes". supporting information; experimental part. p. 4330 - 4341. Retrieved 2011/06/21.
• 2、 Kametani, Tetsuji,Katoh, Tadashi,Tsubuki, Masayoshi,Honda, Toshio. "Synthesis of 4-Alkyl-2(5H)-furanones". . p. 61 - 66. Retrieved 2007/10/02.