Benzoic acid, 3-(bromomethyl)-4-fluoro-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Benzoic acid, 3-(bromomethyl)-4-fluoro-, 1,1-dimethylethyl ester
• CAS No.: 193473-82-4
• Molecular Formula: C12H14BrFO2
• Molecular Weight: 289.14100
• Mol file: 193473-82-4.mol

Synonyms:3-Bromomethyl-4-fluoro-benzoic acid tert-butyl ester;Tert-butyl 3-(bromomethyl)-4-fluorobenzoate;

Chemical Property of Benzoic acid, 3-(bromomethyl)-4-fluoro-, 1,1-dimethylethyl ester

Chemical Property:

• PSA: 26.30000
• LogP: 3.67590

Purity/Quality:

tert-butyl3-(bromomethyl)-4-fluorobenzoate 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of Benzoic acid, 3-(bromomethyl)-4-fluoro-, 1,1-dimethylethyl ester

There total 5 articles about Benzoic acid, 3-(bromomethyl)-4-fluoro-, 1,1-dimethylethyl 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:

(4-fluoro-3-methyl)phenylmagnesium bromide (82297-89-0) → tert-butyl-4-fluoro-3(alpha-bromomethyl)benzoate (193473-82-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / tetrahydrofuran / 4.25 h / -78 - 20 °C

2: NBS; benzoyl peroxide / CCl₄ / 24 h / Heating; irradiation

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane;

DOI:10.1021/jm020050+

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl-4-fluoro-3(alpha-bromomethyl)benzoate (193473-82-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / tetrahydrofuran / 4.25 h / -78 - 20 °C

2: NBS; benzoyl peroxide / CCl₄ / 24 h / Heating; irradiation

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane;

DOI:10.1021/jm020050+

Reference yield:

4-fluoro-3-methylbenzoic acid tert-butyl ester (171050-00-3) → tert-butyl-4-fluoro-3(alpha-bromomethyl)benzoate (193473-82-4) + 3-dibromomethyl-4-fluoro-benzoic acid tert-butyl ester

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 24h; Title compound not separated from byproducts.; Heating; irradiation;

DOI:10.1021/jm020050+

upstream raw materials:

4-fluoro-3-methylbenzoic acid tert-butyl ester

di-tert-butyl dicarbonate

(4-fluoro-3-methyl)phenylmagnesium bromide

4-fluoro-3-methyl-benzoic acid

Downstream raw materials:

tert-butyl 4-fluoro-3-(methylaminomethyl)benzoate

3-[(2-tert-butoxycarbonylamino-ethylamino)-methyl]-4-fluoro-benzoic acid tert-butyl ester

3-[(3-{2-[2-(3-tert-butoxycarbonylamino-propoxy)-ethoxy]-ethoxy}-propylamino)-methyl]-4-fluoro-benzoic acid tert-butyl ester

t-butyl (S)-4-fluoro-3-[[[4-methoxy-1,4-dioxo-2-aminobutyl]methylamino]methyl]benzoate

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