2-[(4-Chloro-phenyl)-hydroxy-methyl]-acrylic acid methyl ester

Base Information

• Chemical Name: 2-[(4-Chloro-phenyl)-hydroxy-methyl]-acrylic acid methyl ester
• CAS No.: 131469-67-5
• Molecular Formula: C11H11ClO3
• Molecular Weight: 226.66
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID00438940
• Nikkaji Number: J580.259H,J828.394J
• ChEMBL ID: CHEMBL4536302
• Mol file: 131469-67-5.mol

Synonyms:131469-67-5;2-[(4-CHLORO-PHENYL)-HYDROXY-METHYL]-ACRYLIC ACID METHYL ESTER;methyl 2-[(4-chlorophenyl)-hydroxymethyl]prop-2-enoate;METHYL 2-[(4-CHLOROPHENYL)(HYDROXY)METHYL]PROP-2-ENOATE;Methyl 2-((4-chlorophenyl)(hydroxy)methyl)acrylate;Methyl 2-[(4-chlorophenyl)(hydroxy)methyl]acrylate;CHEMBL4536302;SCHEMBL20048220;DTXSID00438940;MFCD09030953;AKOS000209107;AKOS022180248;CS-0139954;2-(4-Chloro-alpha-hydroxybenzyl)acrylic acid methyl ester;2-[(4-chlorophenyl)hydroxymethyl]acrylic acid methyl ester;2-[(R)-4-Chloro-alpha-hydroxybenzyl]acrylic acid methyl ester

Chemical Property of 2-[(4-Chloro-phenyl)-hydroxy-methyl]-acrylic acid methyl ester

Chemical Property:

• PSA: 46.53000
• LogP: 2.10260
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 226.0396719
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

99% ^*data from raw suppliers

Methyl 2-[(4-chlorophenyl)(hydroxy)methyl]acrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-[(4-Chloro-phenyl)-hydroxy-methyl]-acrylic acid methyl ester

There total 11 articles about 2-[(4-Chloro-phenyl)-hydroxy-methyl]-acrylic acid methyl 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: 99.0%

4-chlorobenzaldehyde (104-88-1) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 2-[1-hydroxy-1-(4-chlorophenyl)methyl]acrylate (131469-67-5)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; 1-n-butyl-2,3-dimethylimidazolium hexafluorophosphate; at 20 ℃; for 24h;

DOI:10.1016/j.tetlet.2004.04.099

Reference yield: 93.0%

methanol (67-56-1) + 4-chlorobenzaldehyde (104-88-1) → methyl 2-[1-hydroxy-1-(4-chlorophenyl)methyl]acrylate (131469-67-5)

Guidance literature:

Multistep reaction.;

DOI:10.1055/s-2007-966013

Reference yield: 88.0%

Methyl 2-bromopropionate (5445-17-0) + 4-chlorobenzaldehyde (104-88-1) → methyl 2-[1-hydroxy-1-(4-chlorophenyl)methyl]acrylate (131469-67-5)

Guidance literature:

Multistep reaction;

upstream raw materials:

4-chlorobenzaldehyde

acrylic acid methyl ester

4-nitrobenzaldehdye

Methyl 2-bromopropionate

Downstream raw materials:

2-(4-Chloro-benzoyl)-oxirane-2-carboxylic acid methyl ester