Methyl 4-(3-hydroxyphenyl)benzoate

Base Information

• Chemical Name: Methyl 4-(3-hydroxyphenyl)benzoate
• CAS No.: 579511-01-6
• Molecular Formula: C14H12O3
• Molecular Weight: 228.247
• Hs Code.: 2922299090
• European Community (EC) Number: 624-071-8
• DSSTox Substance ID: DTXSID70404314
• Nikkaji Number: J3.127.276I
• Wikidata: Q82208434
• Mol file: 579511-01-6.mol

Synonyms:579511-01-6;Methyl 4-(3-hydroxyphenyl)benzoate;Methyl 3'-Hydroxybiphenyl-4-carboxylate;3'-HYDROXYBIPHENYL-4-CARBOXYLIC ACID METHYL ESTER;Methyl 3'-hydroxy-[1,1'-biphenyl]-4-carboxylate;MFCD06409247;Methyl 3 inverted exclamation mark -Hydroxybiphenyl-4-carboxylate;Methyl3'-Hydroxybiphenyl-4-carboxylate;[1,1'-Biphenyl]-4-carboxylic acid, 3'-hydroxy-, methyl ester;SCHEMBL4700092;DTXSID70404314;LIQIQAWUDHGWSL-UHFFFAOYSA-N;AC2417;AKOS004114000;CS-11764;SY029605;Methyl 4-(3-hydroxyphenyl)benzoate, 97%;BB 0222631;CS-0315816;methyl 3'-hydroxy[1,1'-biphenyl]-4-carboxylate;A915290;J-012440

Chemical Property of Methyl 4-(3-hydroxyphenyl)benzoate

Chemical Property:

• Melting Point: 153-157 °C(lit.)
• Boiling Point: 404.8 °C at 760 mmHg
• PKA: 9.55±0.10(Predicted)
• Flash Point: 175.9 °C
• PSA: 46.53000
• Density: 1.194 g/cm³
• LogP: 2.84580
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 228.078644241
• Heavy Atom Count: 17
• Complexity: 256

Purity/Quality:

98%Min ^*data from raw suppliers

3''-Hydroxybiphenyl-4-carboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N
• Statements: 37/38-41-50/53
• Safety Statements: 26-36-60-61

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 4-(3-hydroxyphenyl)benzoate

There total 6 articles about Methyl 4-(3-hydroxyphenyl)benzoate 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: 93.0%

3-monochlorophenol (108-43-0) + 4-methoxycarbonylphenyl bromide (619-42-1) → methyl 3'-hydroxy-[1,1'-biphenyl]-4-carboxylate (579511-01-6)

Guidance literature:

4-methoxycarbonylphenyl bromide; With methanol; tetrahydroxydiboron; XPhos-Pd-G₂; potassium acetate; XPhos; at 80 ℃; for 2h; Inert atmosphere;

3-monochlorophenol; With potassium carbonate; In water; at 80 ℃; for 15h; Inert atmosphere;

DOI:10.1021/jo301642v

Reference yield: 87.0%

methyl 5'-oxo-2',3',4',5'-tetrahydro[1,1'-biphenyl]-4-carboxylate (1107641-09-7) → methyl 3'-hydroxy-[1,1'-biphenyl]-4-carboxylate (579511-01-6)

Guidance literature:

With iodine; dimethyl sulfoxide; In nitromethane; at 100 ℃; for 24h; Sealed tube; Green chemistry;

DOI:10.1039/c6gc02674e

Reference yield: 75.0%

methyl 4-(3-oxocyclohexyl)benzoate (140483-59-6) → methyl 3'-hydroxy-[1,1'-biphenyl]-4-carboxylate (579511-01-6)

Guidance literature:

With 2-(Dimethylamino)pyridine; palladium(II) trifluoroacetate; oxygen; toluene-4-sulfonic acid; In dimethyl sulfoxide; at 80 ℃; for 24h; under 760.051 Torr;

DOI:10.1126/science.1204183

upstream raw materials:

diazomethane

3'-Hydroxybiphenyl-4-carboxylic Acid

methyl 4-(3-oxocyclohexyl)benzoate

3-monochlorophenol

Downstream raw materials:

methyl 3'-[2-(11-ethyl-6,11-dihydro-5-methyl-6-oxo-5H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-8-yl)ethoxy]-[1,1'-biphenyl]-4-carboxylate

methyl 3'-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-biphenyl-4-carboxylate

Refernces

• 1、 Izawa, Yusuke,Zheng, Changwu,Stahl, Shannon S.. "Aerobic oxidative heck/dehydrogenation reactions of cyclohexenones: Efficient access to meta-substituted phenols". supporting information. p. 3672 - 3675. Retrieved 2013/04/23.
• 2、 Izawa, Yusuke,Pun, Doris,Stahl, Shannon S.. "Palladium-catalyzed aerobic dehydrogenation of substituted cyclohexanones to phenols". scheme or table. p. 209 - 213. Retrieved 2012/06/01.