Ethyl 3-(2-hydroxyphenyl)propanoate

Base Information

• Chemical Name: Ethyl 3-(2-hydroxyphenyl)propanoate
• CAS No.: 20921-04-4
• Molecular Formula: C11H14 O3
• Molecular Weight: 194.23
• Hs Code.: 2918290000
• UNII: TWZ6V125HE
• DSSTox Substance ID: DTXSID30483029
• Nikkaji Number: J825.012J
• Wikidata: Q82319974
• Mol file: 20921-04-4.mol

Synonyms:Ethyl 3-(2-hydroxyphenyl)propanoate;20921-04-4;Ethyl melilotate;Benzenepropanoic acid, 2-hydroxy-, ethyl ester;Fema No. 4758;TWZ6V125HE;Hydrocinnamic acid, o-hydroxy-, ethyl ester;UNII-TWZ6V125HE;ethyl 3-(2-hydroxyphenyl)propionate;3-(2-hydroxyphenyl)Propanoic acid ethyl ester;Ethyl o-hydroxyhydrocinnamate;SCHEMBL1246063;3-(2-HYDROXY-PHENYL)-PROPIONIC ACID ETHYL ESTER;DTXSID30483029;Ethyl-3-(2-hydroxyphenyl)propionate;MFCD07772959;AKOS006229444;AS-67085;CS-0320704;W18949

Chemical Property of Ethyl 3-(2-hydroxyphenyl)propanoate

Chemical Property:

• Vapor Pressure: 0.000829mmHg at 25°C
• Boiling Point: 296.1°C at 760 mmHg
• Flash Point: 121.8°C
• PSA: 46.53000
• Density: 1.118g/cm³
• LogP: 1.88790
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 179

Purity/Quality:

99% ^*data from raw suppliers

3-(2-HYDROXY-PHENYL)PROPIONIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCC1=CC=CC=C1O

Technology Process of Ethyl 3-(2-hydroxyphenyl)propanoate

There total 20 articles about Ethyl 3-(2-hydroxyphenyl)propanoate 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: 100.0%

(E)-ethyl 2-hydroxycinnamate (3943-94-0,17041-46-2,6236-62-0) → ethyl 3-(2-hydroxyphenyl)propanoate (20921-04-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 3h;

DOI:10.3762/bjoc.11.29

Reference yield: 97.0%

ethanol (64-17-5) + coumarin (91-64-5) → ethyl 3-(2-hydroxyphenyl)propanoate (20921-04-4)

Guidance literature:

With (^BQ?NC^OP)IrHCl; sodium t-butanolate; at 60 ℃; for 8h; chemoselective reaction; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/jacs.8b01038

Reference yield: 95.0%

ethanol (64-17-5) + C6H4(CH2CH2C(O)O) (119-84-6,1341-36-2) → ethyl 3-(2-hydroxyphenyl)propanoate (20921-04-4)

Guidance literature:

ethanol; C₆H₄(CH₂CH₂C(O)O); With sulfuric acid; at 0 ℃; for 12h; Inert atmosphere;

With sodium hydrogencarbonate; pH=6 - 6.5; Product distribution / selectivity;

upstream raw materials:

3-(2-hydroxyphenyl)propionic acid

ethanol

C₆H₄(CH₂CH₂C(O)O)

diethoxy-2,2 benzopyranne-1

Downstream raw materials:

ethyl 3-(2'-(benzyloxy)phenyl)propanoate

3-(2-hydroxyphenyl)propionic acid

Refernces

• 1、 Zhu, Jun,Wang, Jianchun,Dong, Guangbin. "Catalytic activation of unstrained C(aryl)–C(aryl) bonds in 2,2′-biphenols". . p. 45 - 51. Retrieved 2018/11/23.
• 2、 Wang, Yulei,Huang, Zhidao,Leng, Xuebing,Zhu, Huping,Liu, Guixia,Huang, Zheng. "Transfer Hydrogenation of Alkenes Using Ethanol Catalyzed by a NCP Pincer Iridium Complex: Scope and Mechanism". supporting information. p. 4417 - 4429. Retrieved 2018/04/05.