N,N-diethyl-2-(tert-butyldimethylsilyloxy)-4-methylbenzamide

Base Information

• Chemical Name: N,N-diethyl-2-(tert-butyldimethylsilyloxy)-4-methylbenzamide
• CAS No.: 951776-58-2
• Molecular Formula: C₁₈H₃₁NO₂Si
• Molecular Weight: 321.535
• Mol file: 951776-58-2.mol

Synonyms:N,N-diethyl-2-(tert-butyldimethylsilyloxy)-4-methylbenzamide

Chemical Property of N,N-diethyl-2-(tert-butyldimethylsilyloxy)-4-methylbenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-diethyl-2-(tert-butyldimethylsilyloxy)-4-methylbenzamide

There total 3 articles about N,N-diethyl-2-(tert-butyldimethylsilyloxy)-4-methylbenzamide 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: 99.0%

N,N-diethyl-2-hydroxy-4-methylbenzamide + tert-butyldimethylsilyl chloride (18162-48-6) → N,N-diethyl-2-(tert-butyldimethylsilyloxy)-4-methylbenzamide (951776-58-2)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 50 ℃; for 4.5h;

DOI:10.1021/ol7018604

Reference yield: 85.0%

methyl 2-{[tert-butyl(dimethyl)silyl]oxy}-4-methylbenzoate (144033-44-3) + trimethylaluminum (75-24-1) + diethylamine (109-89-7) → N,N-diethyl-2-(tert-butyldimethylsilyloxy)-4-methylbenzamide (951776-58-2)

Guidance literature:

trimethylaluminum; diethylamine; In toluene; at 20 ℃; for 1h;

methyl 2-{[tert-butyl(dimethyl)silyl]oxy}-4-methylbenzoate; In toluene; at 90 ℃; for 16h; Further stages.;

DOI:10.1021/ol7014219

Reference yield:

methyl 2-hydroxy-4-methylbenzoate (4670-56-8) → N,N-diethyl-2-(tert-butyldimethylsilyloxy)-4-methylbenzamide (951776-58-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: imidazole / dimethylformamide / 2 h / 20 °C

2.1: toluene / 1 h / 20 °C

2.2: 85 percent / toluene / 16 h / 90 °C

With 1H-imidazole; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/ol7014219

upstream raw materials:

methyl 2-{[tert-butyl(dimethyl)silyl]oxy}-4-methylbenzoate

trimethylaluminum

diethylamine

tert-butyldimethylsilyl chloride

Downstream raw materials:

C₂₁H₂₄O₅

C₃₂H₂₉BrO₅

C₃₀H₂₆O₅

C₃₇H₃₂O₅