3-(2-PHENYLETHYNYL)BENZOIC ACID METHYL ESTER

Base Information

• Chemical Name: 3-(2-PHENYLETHYNYL)BENZOIC ACID METHYL ESTER
• CAS No.: 179244-72-5
• Molecular Formula: C17H14O2
• Molecular Weight: 250.297
• Mol file: 179244-72-5.mol

Synonyms:3-Phenylaethinyl-benzoesaeure-aethylester;3-phenylethynyl-benzoic acid ethyl ester;ethyl 3-(phenylethynyl)benzoate;

Chemical Property of 3-(2-PHENYLETHYNYL)BENZOIC ACID METHYL ESTER

Chemical Property:

• Boiling Point: 396.7±25.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.14±0.1 g/cm3(Predicted)
• LogP: 3.26310

Purity/Quality:

Ethyl3-(phenylethynyl)benzoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(2-PHENYLETHYNYL)BENZOIC ACID METHYL ESTER

There total 5 articles about 3-(2-PHENYLETHYNYL)BENZOIC ACID METHYL 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: 97.0%

3-iodobenzoic acid methyl ester (58313-23-8) + phenylpropyolic acid (637-44-5) → ethyl 3-(2-phenylethynyl)benzoate (179244-72-5)

Guidance literature:

phenylpropyolic acid; With silver(l) oxide; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h; Inert atmosphere;

3-iodobenzoic acid methyl ester; With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenylphosphine; lithium iodide; In N,N-dimethyl-formamide; at 70 ℃; for 2h; Inert atmosphere;

DOI:10.1002/adsc.200900502

Reference yield: 95.0%

3-iodobenzoic acid methyl ester (58313-23-8) + phenylacetylene (536-74-3) → ethyl 3-(2-phenylethynyl)benzoate (179244-72-5)

Guidance literature:

With diethylzinc; tris(para-trifluoromethyl)phenyl phosphine; In tetrahydrofuran; toluene; at 110 ℃; for 24h;

DOI:10.1039/c6cc08038c

Reference yield: 62.0%

potassium 3-phenylpropiolate (63704-44-9) + ethyl 3-{[(4-methylphenyl)sulfonyl]oxy}benzoate (443296-77-3) → ethyl 3-(2-phenylethynyl)benzoate (179244-72-5)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; tri-tert-butylphosphine tetrafluoroborate; In diethylene glycol dimethyl ether; at 140 ℃; for 4h; Sealed tube;

DOI:10.1055/s-0037-1609636

upstream raw materials:

3-iodobenzoic acid methyl ester

phenylacetylene

ethyl 3-bromobenzoate

phenylpropyolic acid

Downstream raw materials:

1-[3-(phenylethynyl)benzoyl]-4-pyridin-2-ylpiperazine

3-(2-phenylethynyl)benzoic acid

Refernces

• 1、 Okura, Keisho,Kawashima, Hitomi,Tamakuni, Fumiko,Nishida, Naoya,Shirakawa, Eiji. "Single electron transfer-induced coupling of alkynylzinc reagents with aryl and alkenyl iodides". supporting information. p. 14019 - 14022. Retrieved 2016/12/09.
• 2、 -. "PIPERAZINE METABOTROPIC GLUTAMATE RECEPTOR 5 (MGLUR5) NEGATIVE ALLOSTERIC MODULATORS FOR ANXIETY/DEPRESSION". Page/Page column 46. . Retrieved 2009/12/27.