N-[4-Chloro-3-(triisopropylsilyloxy)phenyl]-2,2-dimethylpropanamide

Base Information

• Chemical Name: N-[4-Chloro-3-(triisopropylsilyloxy)phenyl]-2,2-dimethylpropanamide
• CAS No.: 342621-20-9
• Molecular Formula: C₂₀H₃₄ClNO₂Si
• Molecular Weight: 384.034
• Mol file: 342621-20-9.mol

Synonyms:N-[4-chloro-3-tri(propan-2-yl)silyloxyphenyl]-2,2-dimethylpropanamide;

Chemical Property of N-[4-Chloro-3-(triisopropylsilyloxy)phenyl]-2,2-dimethylpropanamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 458.643oC at 760 mmHg
• PKA: 13.77±0.70(Predicted)
• Flash Point: 231.179oC
• PSA: 41.82000
• Density: 1.019g/cm3
• LogP: 7.52840
• Solubility.: Dichloromethane, Ethyl Acetate

Purity/Quality:

97% ^*data from raw suppliers

N-[4-Chloro-3-(triisopropylsilyloxy)phenyl]-2,2-dimethylpropanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-[4-Chloro-3-(triisopropylsilyloxy)phenyl]-2,2-dimethylpropanamide (cas# 342621-20-9) is a compound useful in organic synthesis.

Technology Process of N-[4-Chloro-3-(triisopropylsilyloxy)phenyl]-2,2-dimethylpropanamide

There total 4 articles about N-[4-Chloro-3-(triisopropylsilyloxy)phenyl]-2,2-dimethylpropanamide 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:

2-chloro-5-nitroanisole (1009-36-5) → N-(4-chloro-3-triisopropylsilanyloxy-phenyl)-2,2-dimethyl-propionamide (342621-20-9)

Guidance literature:

Multi-step reaction with 4 steps

1: BBr₃ / CH₂Cl₂

2: imidazole / dimethylformamide

3: H₂ / Pd/C / ethyl acetate

4: Et₃N / CH₂Cl₂

With 1H-imidazole; hydrogen; boron tribromide; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(01)00012-9

Reference yield:

5-nitro-2-chlorophenol (619-10-3) → N-(4-chloro-3-triisopropylsilanyloxy-phenyl)-2,2-dimethyl-propionamide (342621-20-9)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / dimethylformamide

2: H₂ / Pd/C / ethyl acetate

3: Et₃N / CH₂Cl₂

With 1H-imidazole; hydrogen; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(01)00012-9

Reference yield:

(2-chloro-5-nitro-phenoxy)-triisopropyl-silane → N-(4-chloro-3-triisopropylsilanyloxy-phenyl)-2,2-dimethyl-propionamide (342621-20-9)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / ethyl acetate

2: Et₃N / CH₂Cl₂

With hydrogen; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;

DOI:10.1016/S0960-894X(01)00012-9

upstream raw materials:

pivaloyl chloride

4-chloro-3-triisopropylsilanyloxy-phenylamine

2-chloro-5-nitroanisole

5-nitro-2-chlorophenol

Downstream raw materials:

1-(2-amino-5-chloro-4-hydroxy-phenyl)-2,2,2-trifluoro-ethanone

1-(2-amino-5-chloro-4-triisopropylsilanyloxy-phenyl)-2,2,2-trifluoro-ethanone

Refernces