Ethyl 2-(3-(bromomethyl)phenyl)acetate

Base Information

• Chemical Name: Ethyl 2-(3-(bromomethyl)phenyl)acetate
• CAS No.: 140215-42-5
• Molecular Formula: C11H13BrO2
• Molecular Weight: 257.127
• DSSTox Substance ID: DTXSID30441821
• Wikidata: Q82258781
• Mol file: 140215-42-5.mol

Synonyms:140215-42-5;ethyl 2-(3-(bromomethyl)phenyl)acetate;Ethyl 2-[3-(bromomethyl)phenyl]acetate;ethyl (3-bromomethylphenyl)acetate;MFCD12912065;ethyl(3-(bromomethyl)phenyl)acetate;ethyl[3-(bromomethyl)phenyl]acetate;Benzeneacetic acid, 3-(bromomethyl)-, ethyl ester;ethyl 3-(bromomethyl)phenylacetate;(3-bromomethyl-phenyl)-acetic acid ethyl ester;SCHEMBL1125421;ethyl(3-bromomethylphenyl)acetate;DTXSID30441821;VZARWHJHIUIKHF-UHFFFAOYSA-N;ethyl [3-(bromomethyl)phenyl]acetate;ethyl2-(3-(bromomethyl)phenyl)acetate;HR-0009;ethyl 2-[3-(bromomethyl)phenyl]-acetate;SY270298;3-(Bromomethyl)benzeneacetic acid ethyl ester;3-[Bromomethyl]benzeneacetic acid, ethyl ester;P16763;A904882

Chemical Property of Ethyl 2-(3-(bromomethyl)phenyl)acetate

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 256.00989
• Heavy Atom Count: 14
• Complexity: 182

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=CC(=CC=C1)CBr

Technology Process of Ethyl 2-(3-(bromomethyl)phenyl)acetate

There total 8 articles about Ethyl 2-(3-(bromomethyl)phenyl)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: 77.0%

ethyl m-methylphenylacetate (40061-55-0) → (3-bromomethylphenyl)acetic acid ethyl ester (140215-42-5)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 16h; Reflux;

Reference yield:

ethyl (3-hydroxymethylphenyl)acetate (272130-46-8) → (3-bromomethylphenyl)acetic acid ethyl ester (140215-42-5)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1021/jm990448e

Reference yield:

3-Bromophenylacetic acid (1878-67-7) → (3-bromomethylphenyl)acetic acid ethyl ester (140215-42-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 98 percent / H₂SO₄ / 96 h / Heating

2.1: Pd(PPh₃)4 / dimethylformamide / 36 h / 80 °C

3.1: N-methylmorpholine N-oxide; OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 7 h / 20 °C

3.2: NaHCO₃; NaIO₄ / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 0.75 h

4.1: NaBH₄ / methanol / 1 h / 20 °C

5.1: PPh₃; CBr₄ / CH₂Cl₂ / 0.5 h / 0 °C

With sodium tetrahydroborate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; carbon tetrabromide; sulfuric acid; 4-methylmorpholine N-oxide; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1.1: Esterification / 2.1: Alkylation / 3.1: Oxidation / 3.2: Oxidative cleavage / 4.1: Reduction / 5.1: Bromination;

DOI:10.1021/jm990448e

upstream raw materials:

ethyl (3-hydroxymethylphenyl)acetate

3-Bromophenylacetic acid

ethyl 2-(3-bromophenyl)acetate

ethyl 2-(3-formylphenyl)acetate

Downstream raw materials:

(3-Imidazol-1-ylmethyl-phenyl)-acetic acid hydrazide

ethyl (3-hydroxymethylphenyl)acetate

[3-(4-iodo-phenoxymethyl)-phenyl]-acetic acid ethyl ester

ethyl 2-(3-formylphenyl)acetate