Ethyl 3-(2,3-dihydrobenzofuran-5-yl)-2-propenoate

Base Information

• Chemical Name: Ethyl 3-(2,3-dihydrobenzofuran-5-yl)-2-propenoate
• CAS No.: 196597-65-6
• Molecular Formula: C13H14 O3
• Molecular Weight: 218.252
• DSSTox Substance ID: DTXSID40694265
• Mol file: 196597-65-6.mol

Synonyms:ethyl 3-(2,3-dihydrobenzofuran-5-yl)-2-propenoate;DTXSID40694265;AKOS030241173;FT-0668230;Ethyl 3-(2,3-dihydro-1-benzofuran-5-yl)prop-2-enoate

Chemical Property of Ethyl 3-(2,3-dihydrobenzofuran-5-yl)-2-propenoate

Chemical Property:

• Vapor Pressure: 3.07E-05mmHg at 25°C
• Melting Point: 47～49℃
• Refractive Index: 1.581
• Boiling Point: 355.7°C at 760 mmHg
• Flash Point: 148.2°C
• PSA: 35.53000
• Density: 1.166g/cm³
• LogP: 2.19780
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 218.094294304
• Heavy Atom Count: 16
• Complexity: 272

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl3-(2,3-dihydro-1-benzofuran-5-yl)acrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CC1=CC2=C(C=C1)OCC2
• Uses: A receptor agonist; a therapeutic agent for sleep disorders A receptor agonist; a therapeutic agent for sleep disorders.

Technology Process of Ethyl 3-(2,3-dihydrobenzofuran-5-yl)-2-propenoate

There total 5 articles about Ethyl 3-(2,3-dihydrobenzofuran-5-yl)-2-propenoate 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%

2,3-dihydro-benzofuran-5-carbaldehyde (55745-70-5) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl (E)-3-(2,3-dihydrobenzofuran-5-yl)-2-propenoate (196597-65-6)

Guidance literature:

DOI:10.1016/S0040-4039(00)00965-5

Reference yield: 94.0%

2,3-dihydro-benzofuran-5-carbaldehyde (55745-70-5) + diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) → ethyl (E)-3-(2,3-dihydrobenzofuran-5-yl)-2-propenoate (196597-65-6)

Guidance literature:

With sodium hydrogencarbonate; acetic acid; In methanol; water; toluene;

Reference yield:

2,3-dihydro-benzofuran-5-carbaldehyde (55745-70-5) + ethyl 2-[bis(2-isopropylphenoxy)phosphoryl]acetate (188945-44-0) → (Z)-ethyl 3-(2,3-dihydrobenzofuran-5-yl)acrylate (1221160-65-1) + ethyl (E)-3-(2,3-dihydrobenzofuran-5-yl)-2-propenoate (196597-65-6)

Guidance literature:

ethyl 2-[bis(2-isopropylphenoxy)phosphoryl]acetate; With N-benzyl-trimethylammonium hydroxide; In tetrahydrofuran; methanol; at -78 ℃; Inert atmosphere;

2,3-dihydro-benzofuran-5-carbaldehyde; In tetrahydrofuran; methanol; at -78 ℃; Overall yield = 78 %; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.phytochem.2013.08.013

upstream raw materials:

2,3-dihydro-benzofuran-5-carbaldehyde

ethyl (triphenylphosphoranylidene)acetate

diethoxyphosphoryl-acetic acid ethyl ester

2.3-dihydrobenzofuran

Downstream raw materials:

(S)-3-[Benzyl-((R)-1-phenyl-ethyl)-amino]-3-(2,3-dihydro-benzofuran-5-yl)-propionic acid ethyl ester

ethyl 3-(2,3-dihydro-1-benzofuran-5-yl)propanoate

1,2,6,7-tetrahydro-8H-indeno[5,4-b]-furan-8-one

2?(1,6,7,8?tetrahydro?2H?indeno[5,4?b]furan?8?yl)?1?ethylamine

Refernces

• 1、 Nishikawa, Keisuke,Fukuda, Hiroshi,Abe, Masato,Nakanishi, Kazunari,Taniguchi, Tomoya,Nomura, Takashi,Yamaguchi, Chihiro,Hiradate, Syuntaro,Fujii, Yoshiharu,Okuda, Katsuhiro,Shindo, Mitsuru. "Substituent effects of cis-cinnamic acid analogues as plant growh inhibitors". . p. 132 - 147. Retrieved 2014/01/06.
• 2、 -. "Pharmaceutical preparation containing copolyvidone". . . Retrieved 2008/06/13.