Methyl 2-hydroxy-3-phenylbenzoate

Base Information

• Chemical Name: Methyl 2-hydroxy-3-phenylbenzoate
• CAS No.: 4906-69-8
• Molecular Formula: C14H12 O3
• Molecular Weight: 228.247
• NSC Number: 49088
• DSSTox Substance ID: DTXSID70287129
• Nikkaji Number: J2.236.569J
• Wikidata: Q82023058
• Mol file: 4906-69-8.mol

Synonyms:methyl 2-hydroxy-3-phenylbenzoate;4906-69-8;methyl 3-phenylsalicylate;NSC49088;SCHEMBL4827474;DTXSID70287129;UWLIQOZMBHHQFI-UHFFFAOYSA-N;NSC-49088

Chemical Property of Methyl 2-hydroxy-3-phenylbenzoate

Chemical Property:

• Vapor Pressure: 2.76E-05mmHg at 25°C
• Boiling Point: 347°Cat760mmHg
• Flash Point: 145.2°C
• PSA: 46.53000
• Density: 1.194g/cm³
• LogP: 2.84580
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 228.078644241
• Heavy Atom Count: 17
• Complexity: 258

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-Hydroxy-3-phenylbenzoate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC(=C1O)C2=CC=CC=C2

Technology Process of Methyl 2-hydroxy-3-phenylbenzoate

There total 11 articles about Methyl 2-hydroxy-3-phenylbenzoate 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: 96.0%

2-(isopropylcarbamoyloxy)biphenyl-3-carboxylic acid methyl ester → methyl 2-hydroxy-3-phenylbenzoate (4906-69-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/jo0506938

Reference yield: 54.0%

methyl 3-oxo-4-phenylhept-6-enoate (117369-89-8) → methyl 2-hydroxy-3-phenylbenzoate (4906-69-8)

Guidance literature:

With oxygen; copper diacetate; palladium diacetate; In dimethyl sulfoxide; at 20 - 70 ℃; for 24h; under 760.051 Torr;

DOI:10.1016/j.tetlet.2020.152267

Reference yield: 45.0%

dimethyl (E)-2-styrylcyclopropane-1,1-dicarboxylate (75073-98-2) → methyl 2-hydroxy-3-phenylbenzoate (4906-69-8)

Guidance literature:

With gallium(III) trichloride; In 1,2-dichloro-benzene; at 180 ℃; for 8h; regioselective reaction; Inert atmosphere;

DOI:10.1007/s11172-016-1628-0

upstream raw materials:

diazomethane

3-phenylsalicylic acid

dimethyl sulfate

methyl 3-oxo-4-phenylhept-6-enoate

Downstream raw materials:

2-hydroxy-biphenyl-3-carboxylic acid butylamide

methyl 2-benzyloxy-3-phenylbenzoate

2-(2-hydroxy-ethoxy)-biphenyl-3-carboxylic acid amide

2-allyloxy-biphenyl-3-carboxylic acid amide

Refernces

• 1、 Hayashi, Natsumi,Masuko, Takashi,Okada, Syo,Takabatake, Tetsuhiko,Tomita, Hiroki,Toyota, Masahiro. "Anticancer agent synthesis designed by artificial intelligence: Pd(OAc)2-catalyzed one-pot preparation of biphenyls and its application to a concise synthesis of various diazofluorenes". supporting information. . Retrieved 2020/09/01.
• 2、 Kauch, Matthias,Snieckus, Victor,Hoppe, Dieter. "Substitution of hydroxybiaryls via directed ortho-lithiation of N-silylated O-aryl N-isopropylcarbamates". . p. 7149 - 7158. Retrieved 2007/10/03.