Methyl 2-(4-bromophenyl)-2-hydroxyacetate

Base Information

• Chemical Name: Methyl 2-(4-bromophenyl)-2-hydroxyacetate
• CAS No.: 127709-20-0
• Molecular Formula: C₉H₉BrO₃
• Molecular Weight: 245.073
• European Community (EC) Number: 960-910-7
• DSSTox Substance ID: DTXSID901296766
• Nikkaji Number: J496.655D
• Mol file: 127709-20-0.mol

Synonyms:methyl 2-(4-bromophenyl)-2-hydroxyacetate;127709-20-0;methyl (4-bromophenyl)(hydroxy)acetate;SCHEMBL1119741;4-bromomandelic acid methyl ester;RRQIRYOPPDMWPF-UHFFFAOYSA-N;DTXSID901296766;CFA70920;MFCD16693827;AKOS011494194;AS-9933;Methyl 4-bromo-alpha-hydroxybenzeneacetate;methyl-2-(4-bromophenyl)-2-hydroxyacetate;CS-0301824;4-bromo-phenyl-hydroxy-acetic acid methyl ester;F83557;(+/-)-methyl 4-bromo-alpha-hydroxyphenylacetate;EN300-1912549;(4-bromo-phenyl)-hydroxy-acetic Acid Methyl Ester;2-hydroxy-2-(4-bromophenyl) acetic acid methyl ester

Chemical Property of Methyl 2-(4-bromophenyl)-2-hydroxyacetate

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 243.97351
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2-(4-bromophenyl)-2-hydroxyacetate

There total 9 articles about Methyl 2-(4-bromophenyl)-2-hydroxyacetate 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%

methyl 4-bromophenylglyoxalate (57699-28-2) → α-hydroxy-(p-bromophenyl)-acetic acid methyl ester (127709-20-0)

Guidance literature:

With carbonylhydrido(tetrahydroborato)[bis(2-diphenylphosphinoethyl)-amino]ruthenium(II); hydrogen; sodium hydrogencarbonate; In methanol; at 25 ℃; for 12h; under 7500.75 Torr; chemoselective reaction; Glovebox; Autoclave;

DOI:10.1055/s-0035-1561971

Reference yield: 99.0%

methanol (67-56-1) + 4-bromo-DL-mandelic acid (6940-50-7) → α-hydroxy-(p-bromophenyl)-acetic acid methyl ester (127709-20-0)

Guidance literature:

With thionyl chloride; at 65 ℃; for 2h; Cooling with ice;

Reference yield: 76.0%

methyl 2-(4-bromophenyl)-2-diazoacetate (264881-99-4) → α-hydroxy-(p-bromophenyl)-acetic acid methyl ester (127709-20-0)

Guidance literature:

With water; at 25 ℃; for 24h; Green chemistry;

DOI:10.1039/c8gc02574f

upstream raw materials:

methanol

4-bromo-DL-mandelic acid

methyl 4-bromophenylglyoxalate

2,2-dimethoxy-propane

Downstream raw materials:

methyl α-(4-cyanophenyl)-α-hydroxyacetate

2-(4-bromophenyl)-2-hydroxyacetamide

methyl (2E)-2-(4-bromophenyl)-3-phenylprop-2-enoate

{4-[2-(2-(((tert-butoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-2-methanesulfonyloxyacetic acid methyl ester