Benzenemethanol, 2-hydroxy-, a-acetate

Base Information

• Chemical Name: Benzenemethanol, 2-hydroxy-, a-acetate
• CAS No.: 6161-96-2
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Mol file: 6161-96-2.mol

Synonyms:2-hydroxybenzyl acetate;2-hyrdoxybenzyl acetate;o-hydroxybenzyl acetate;2-acetoxymethylphenol;o-acetoxymethylphenol;2-acetyl salicylate;

Chemical Property of Benzenemethanol, 2-hydroxy-, a-acetate

Chemical Property:

• PSA: 46.53000
• LogP: 1.45530

Purity/Quality:

95% ^*data from raw suppliers

2-Acetoxymethylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Acetoxymethylphenol is an intermediate in the synthesis of 2-Hydroxymethyl Atomoxetiene (H946705), a metabolite of Atomoxetiene (A791400), a norepinephrine reuptake inhibitor.

Technology Process of Benzenemethanol, 2-hydroxy-, a-acetate

There total 17 articles about Benzenemethanol, 2-hydroxy-, a-acetate 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%

vinyl acetate (108-05-4,9003-20-7) + salicylic alcohol (90-01-7) → 2-acetoxymethylphenol (6161-96-2)

Guidance literature:

With Candida cylindracea lipase; In hexane; for 6h;

Reference yield: 89.0%

salicylic alcohol (90-01-7) + acetyl chloride (75-36-5) → 2-acetoxymethylphenol (6161-96-2)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 1h;

DOI:10.1021/ol048479d

Reference yield: 89.0%

2-[(methoxymethoxy)methyl]phenol (1058648-87-5) + acetic anhydride (108-24-7) → 2-acetoxymethylphenol (6161-96-2)

Guidance literature:

With 1-methylimidazole hydrogen sulfate; at 120 ℃; for 0.05h; chemoselective reaction; Microwave irradiation;

DOI:10.1007/s00706-010-0373-6

upstream raw materials:

vinyl acetate

salicylic alcohol

o-acetoxybenzyl acetate

acetic anhydride

Downstream raw materials:

2-[(Benzyl-ethyl-amino)-methyl]-phenol

2-methylene-2,3-dihydro-1-benzofuran-3-ol

2-(methoxymethyl)phenol

Refernces

• 1、 de Souza, Ernane C.,Romero-Ortega, Moises,Olivo, Horacio F.. "Lipase-mediated selective acetylation of primary alcohols in ethyl acetate". supporting information. p. 287 - 290. Retrieved 2017/12/29.
• 2、 Ghosh, Pranab,Mandal, Amitava. "Solvent free, highly chemoselective N and O-acylation on silica and silica magnesium oxide: A recyclable solid surface". . p. 261 - 268. Retrieved 2012/10/29.