4-(((tert-butyldimethylsilyl)oxy)methyl)-2-formylbenzonitrile

Base Information

• Chemical Name: 4-(((tert-butyldimethylsilyl)oxy)methyl)-2-formylbenzonitrile
• CAS No.: 1609540-86-4
• Molecular Formula: C₁₅H₂₁NO₂Si
• Molecular Weight: 275.423
• Mol file: 1609540-86-4.mol

Synonyms:4-(((tert-butyldimethylsilyl)oxy)methyl)-2-formylbenzonitrile

Chemical Property of 4-(((tert-butyldimethylsilyl)oxy)methyl)-2-formylbenzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(((tert-butyldimethylsilyl)oxy)methyl)-2-formylbenzonitrile

There total 3 articles about 4-(((tert-butyldimethylsilyl)oxy)methyl)-2-formylbenzonitrile 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: 45.0%

2-bromo-4-((tert-butyldimethylsilyloxy)methyl)benzonitrile (1609540-82-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-(((tert-butyldimethylsilyl)oxy)methyl)-2-formylbenzonitrile (1609540-86-4)

Guidance literature:

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

N,N-dimethyl-formamide; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1055/s-0033-1340069

Reference yield:

3-bromo-4-cyanobenzoic acid (58123-69-6) → 4-(((tert-butyldimethylsilyl)oxy)methyl)-2-formylbenzonitrile (1609540-86-4)

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; hexane / -78 °C / Inert atmosphere

3.2: 1 h / -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) → 4-(((tert-butyldimethylsilyl)oxy)methyl)-2-formylbenzonitrile (1609540-86-4)

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 / Inert atmosphere

2.2: 1 h / -78 °C

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

DOI:10.1055/s-0033-1340069

upstream raw materials:

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

N,N-dimethyl-formamide

3-bromo-4-cyanobenzoic acid

2-bromo-4-(hydroxymethyl)benzonitrile