METHYL 4-(1-HYDROXYETHYL)BENZOATE

Base Information

• Chemical Name: METHYL 4-(1-HYDROXYETHYL)BENZOATE
• CAS No.: 84851-56-9
• Molecular Formula: C10H12O3
• Molecular Weight: 180.203
• Hs Code.: 2918199090
• Mol file: 84851-56-9.mol

Synonyms:Benzoicacid, p-1-hydroxyethyl-, methyl ester (6CI);4-(1-Hydroxyethyl)benzoic acid methyl ester;Methyl 4-(1-hydroxyethyl)benzoate;

Chemical Property of METHYL 4-(1-HYDROXYETHYL)BENZOATE

Chemical Property:

• Refractive Index: 1.532-1.536
• Boiling Point: 295.5 °C at 760 mmHg
• PKA: 14.05±0.20(Predicted)
• Flash Point: 125.3 °C
• PSA: 46.53000
• Density: 1.137 g/cm³
• LogP: 1.52650
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-(1-Hydroxyethyl)benzoate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 4-(1-hydroxyethyl)benzoate is an intermediate used in the synthesis of phthalides and isocumarins that functions as synthons for variety of natural compounds.

Technology Process of METHYL 4-(1-HYDROXYETHYL)BENZOATE

There total 37 articles about METHYL 4-(1-HYDROXYETHYL)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: 100.0%

methanol (67-56-1) + carbon dioxide (124-38-9,18923-20-1) + (S)-1-(4-bromophenyl)ethanol (5391-88-8,25675-29-0,76155-78-7,100760-04-1) → methyl 4-[(1S)-1-hydroxyethyl]benzoate (79322-76-2,84851-56-9,129446-47-5,102681-71-0)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine; In acetonitrile; at 100 ℃; for 6h; under 5168.02 Torr; Autoclave;

Reference yield: 99.0%

methyl 4-acetylbenzoate (3609-53-8) → methyl 4-(1-hydroxy ethyl)benzoate (84851-56-9)

Guidance literature:

With diethoxymethylane; iron(II) acetate; In tetrahydrofuran; at 65 ℃; for 19h;

DOI:10.1016/j.tetlet.2007.11.002

Reference yield: 98.0%

methyl 4-acetylbenzoate (3609-53-8) → (R)-4'-(1-hydroxy-ethyl)benzoic methyl ester (79322-76-2,84851-56-9,102681-71-0,129446-47-5)

Guidance literature:

methyl 4-acetylbenzoate; With Triethoxysilane; (S,E)-(+)-2,6-diisopropyl-N-(2-((2-(4-phenyl-4,5-dihydrooxazol-2-yl)phenyl)amino)benzylidene)aniline; sodium triethylborohydride; cobalt(II) chloride; In tetrahydrofuran; dichloromethane; at 20 ℃; for 15h; Schlenk technique; Inert atmosphere;

With potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; at 20 ℃; for 2h; enantioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.6b02260

upstream raw materials:

methyl 4-acetylbenzoate

methyl 4-vinylbenzoate

4-ethyl-benzoic acid methyl ester

p-ethylbenzoic acid

Downstream raw materials:

(R)-4-(1-propoxyethyl)benzoic acid

4-(1-Acetylsulfanyl-ethyl)-benzoic acid methyl ester

1-(p-methoxycarbonylphenyl)ethyl trichloroacetate

(R)-methyl 4-(1-azidoethyl)benzoate

Refernces

• 1、 -. "Method for synthesizing secondary alcohol in water phase". Paragraph 0032-0033. . Retrieved 2021/07/14.
• 2、 Li, Xinying,Mi, Tongge,Guo, Wenjing,Ruan, Zhongrui,Guo, Yu,Ma, Yan-Na,Chen, Xuenian. "KB3H8: An environment-friendly reagent for the selective reduction of aldehydes and ketones to alcohols". supporting information. p. 12776 - 12779. Retrieved 2021/12/10.