5-(((tert-butyldimethylsilyl)oxy)methyl)-2-fluorobenzoic acid

Base Information

• Chemical Name: 5-(((tert-butyldimethylsilyl)oxy)methyl)-2-fluorobenzoic acid
• CAS No.: 1609540-78-4
• Molecular Formula: C₁₄H₂₁FO₃Si
• Molecular Weight: 284.403
• Mol file: 1609540-78-4.mol

Synonyms:5-(((tert-butyldimethylsilyl)oxy)methyl)-2-fluorobenzoic acid

Chemical Property of 5-(((tert-butyldimethylsilyl)oxy)methyl)-2-fluorobenzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(((tert-butyldimethylsilyl)oxy)methyl)-2-fluorobenzoic acid

There total 3 articles about 5-(((tert-butyldimethylsilyl)oxy)methyl)-2-fluorobenzoic acid 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: 87.0%

((3-bromo-4-fluorobenzyl)oxy)(tert-butyl)dimethylsilane (655237-57-3) + carbon dioxide (124-38-9,18923-20-1) → 5-(((tert-butyldimethylsilyl)oxy)methyl)-2-fluorobenzoic acid (1609540-78-4)

Guidance literature:

((3-bromo-4-fluorobenzyl)oxy)(tert-butyl)dimethylsilane; With n-butyllithium; In tetrahydrofuran; n-heptane; at -78 ℃; for 0.166667h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; at -78 ℃;

DOI:10.1055/s-0033-1340069

Reference yield:

3-bromo-4-fluoro-benzyl alcohol (77771-03-0) → 5-(((tert-butyldimethylsilyl)oxy)methyl)-2-fluorobenzoic acid (1609540-78-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

2.1: n-butyllithium / tetrahydrofuran; n-heptane / 0.17 h / -78 °C / Inert atmosphere

2.2: -78 °C

With 1H-imidazole; n-butyllithium; In tetrahydrofuran; n-heptane; N,N-dimethyl-formamide;

DOI:10.1055/s-0033-1340069

Reference yield:

3-bromo-4-fluorobenzoic acid (1007-16-5) → 5-(((tert-butyldimethylsilyl)oxy)methyl)-2-fluorobenzoic acid (1609540-78-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: borane-THF / tetrahydrofuran / 20 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

3.1: n-butyllithium / tetrahydrofuran; n-heptane / 0.17 h / -78 °C / Inert atmosphere

3.2: -78 °C

With 1H-imidazole; n-butyllithium; borane-THF; In tetrahydrofuran; n-heptane; N,N-dimethyl-formamide;

DOI:10.1055/s-0033-1340069

upstream raw materials:

3-bromo-4-fluoro-benzyl alcohol

3-bromo-4-fluorobenzoic acid

((3-bromo-4-fluorobenzyl)oxy)(tert-butyl)dimethylsilane

carbon dioxide