Benzeneacetic acid, 4-(hydroxymethyl)phenyl ester

Base Information

• Chemical Name: Benzeneacetic acid, 4-(hydroxymethyl)phenyl ester
• CAS No.: 192999-56-7
• Molecular Formula: C15H14O3
• Molecular Weight: 242.274
• DSSTox Substance ID: DTXSID00466945
• Wikidata: Q82293623
• Mol file: 192999-56-7.mol

Synonyms:Benzeneacetic acid, 4-(hydroxymethyl)phenyl ester;192999-56-7;DTXSID00466945

Chemical Property of Benzeneacetic acid, 4-(hydroxymethyl)phenyl ester

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 242.094294304
• Heavy Atom Count: 18
• Complexity: 251

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(=O)OC2=CC=C(C=C2)CO

Technology Process of Benzeneacetic acid, 4-(hydroxymethyl)phenyl ester

There total 8 articles about Benzeneacetic acid, 4-(hydroxymethyl)phenyl 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: 82.0%

(4-hydroxyphenyl)methanol (623-05-2) + 3-phenylethanoic dithioperoxyanhydride (15088-78-5) → 4-(hydroxymethyl)phenyl 2-phenylacetate (192999-56-7)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/acs.orglett.6b02818

Reference yield: 77.0%

4-formylphenyl 2-phenylacetate → 4-(hydroxymethyl)phenyl 2-phenylacetate (192999-56-7)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2011.09.019

Reference yield: 70.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + phenylacetyl chloride (103-80-0) → 4-(hydroxymethyl)phenyl 2-phenylacetate (192999-56-7)

Guidance literature:

4-hydroxy-benzaldehyde; phenylacetyl chloride; With triethylamine; In tetrahydrofuran; at 0 - 20 ℃;

With sodium tetrahydroborate; In isopropyl alcohol; at 20 ℃; for 1h;

DOI:10.1039/c8sc02019a

upstream raw materials:

(4-hydroxyphenyl)methanol

4-hydroxy-benzaldehyde

phenylacetyl chloride

3-phenylethanoic dithioperoxyanhydride

Downstream raw materials:

(S)-2-Amino-propionic acid 4-phenylacetoxy-benzyl ester

4-((((3-nitropyridin-4-yl)carbamoyl)oxy)methyl)phenyl 2-phenylacetate

4-((((3-aminopyridin-4-yl)carbamoyl)oxy)methyl)phenyl 2-phenylacetate

4-(phenylacetoxy)benzyl chloroformate