5-((tert-butyldimethylsilyloxy)methyl)-2-cyanobenzoic acid

Base Information

• Chemical Name: 5-((tert-butyldimethylsilyloxy)methyl)-2-cyanobenzoic acid
• CAS No.: 1609540-79-5
• Molecular Formula: C₁₅H₂₁NO₃Si
• Molecular Weight: 291.422
• Mol file: 1609540-79-5.mol

Synonyms:5-((tert-butyldimethylsilyloxy)methyl)-2-cyanobenzoic acid

Chemical Property of 5-((tert-butyldimethylsilyloxy)methyl)-2-cyanobenzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 5-((tert-butyldimethylsilyloxy)methyl)-2-cyanobenzoic acid

There total 3 articles about 5-((tert-butyldimethylsilyloxy)methyl)-2-cyanobenzoic 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: 63.0%

carbon dioxide (124-38-9,18923-20-1) + 2-bromo-4-((tert-butyldimethylsilyloxy)methyl)benzonitrile (1609540-82-0) → 5-((tert-butyldimethylsilyloxy)methyl)-2-cyanobenzoic acid (1609540-79-5)

Guidance literature:

2-bromo-4-((tert-butyldimethylsilyloxy)methyl)benzonitrile; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃;

carbon dioxide; In tetrahydrofuran; at -78 ℃;

DOI:10.1055/s-0033-1340069

Reference yield:

3-bromo-4-cyanobenzoic acid (58123-69-6) → 5-((tert-butyldimethylsilyloxy)methyl)-2-cyanobenzoic acid (1609540-79-5)

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; hexane / -78 °C

3.2: -78 °C

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

DOI:10.1055/s-0033-1340069

Reference yield:

2-bromo-4-(hydroxymethyl)benzonitrile (90110-97-7) → 5-((tert-butyldimethylsilyloxy)methyl)-2-cyanobenzoic acid (1609540-79-5)

Guidance literature:

Multi-step reaction with 2 steps

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

2.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C

2.2: -78 °C

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

DOI:10.1055/s-0033-1340069

upstream raw materials:

carbon dioxide

2-bromo-4-((tert-butyldimethylsilyloxy)methyl)benzonitrile

3-bromo-4-cyanobenzoic acid

2-bromo-4-(hydroxymethyl)benzonitrile