Benzamide, N-[bis(trimethylsilyl)methyl]-N-[(2-formylphenyl)methyl]-

Base Information

• Chemical Name: Benzamide, N-[bis(trimethylsilyl)methyl]-N-[(2-formylphenyl)methyl]-
• CAS No.: 143360-43-4
• Molecular Formula: C₂₂H₃₁NO₂Si₂
• Molecular Weight: 397.665
• Mol file: 143360-43-4.mol

Synonyms:

Chemical Property of Benzamide, N-[bis(trimethylsilyl)methyl]-N-[(2-formylphenyl)methyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzamide, N-[bis(trimethylsilyl)methyl]-N-[(2-formylphenyl)methyl]-

There total 8 articles about Benzamide, N-[bis(trimethylsilyl)methyl]-N-[(2-formylphenyl)methyl]- 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:

chlorobis(trimethylsilyl)methane (5926-35-2) → N-(Bis-trimethylsilanyl-methyl)-N-(2-formyl-benzyl)-benzamide (143360-43-4)

Guidance literature:

Multi-step reaction with 8 steps

1: sodium azide, tetrabutylammonium bromide / hexamethylphosphoric acid triamide / 2 h / Ambient temperature

2: lithium aluminium hydride / diethyl ether / 1 h / Ambient temperature

3: benzene / 2 h / 80 °C

4: NaBH₄ / methanol / 2 h

5: LiAlH₄ / diethyl ether / 15 h

6: ClSiMe₃ / CH₂Cl₂ / 2 h / 20 °C

7: NEt₃ / CH₂Cl₂ / 2 h

8: 1) Cl₃COCO₂CCl₃, dimethylsulfoxide, 2) NEt₃ / 1) CH₂Cl₂

With sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; bis(trichloromethyl) carbonate; tetrabutylammomium bromide; dimethyl sulfoxide; triethylamine; chloro-trimethyl-silane; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; benzene;

DOI:10.1016/S0040-4039(00)74815-5

Reference yield:

2-{[(E)-Bis-trimethylsilanyl-methylimino]-methyl}-benzoic acid methyl ester (125951-14-6) → N-(Bis-trimethylsilanyl-methyl)-N-(2-formyl-benzyl)-benzamide (143360-43-4)

Guidance literature:

Multi-step reaction with 5 steps

1: NaBH₄ / methanol / 2 h

2: LiAlH₄ / diethyl ether / 15 h

3: ClSiMe₃ / CH₂Cl₂ / 2 h / 20 °C

4: NEt₃ / CH₂Cl₂ / 2 h

5: 1) Cl₃COCO₂CCl₃, dimethylsulfoxide, 2) NEt₃ / 1) CH₂Cl₂

With sodium tetrahydroborate; lithium aluminium tetrahydride; bis(trichloromethyl) carbonate; dimethyl sulfoxide; triethylamine; chloro-trimethyl-silane; In methanol; diethyl ether; dichloromethane;

DOI:10.1016/S0040-4039(00)74815-5

Reference yield:

bis(trimethylsilyl)methylamine (134340-00-4) → N-(Bis-trimethylsilanyl-methyl)-N-(2-formyl-benzyl)-benzamide (143360-43-4)

Guidance literature:

Multi-step reaction with 6 steps

1: benzene / 2 h / 80 °C

2: NaBH₄ / methanol / 2 h

3: LiAlH₄ / diethyl ether / 15 h

4: ClSiMe₃ / CH₂Cl₂ / 2 h / 20 °C

5: NEt₃ / CH₂Cl₂ / 2 h

6: 1) Cl₃COCO₂CCl₃, dimethylsulfoxide, 2) NEt₃ / 1) CH₂Cl₂

With sodium tetrahydroborate; lithium aluminium tetrahydride; bis(trichloromethyl) carbonate; dimethyl sulfoxide; triethylamine; chloro-trimethyl-silane; In methanol; diethyl ether; dichloromethane; benzene;

DOI:10.1016/S0040-4039(00)74815-5

upstream raw materials:

chlorobis(trimethylsilyl)methane

bis(trimethylsilyl)methylamine

2-{[(E)-Bis-trimethylsilanyl-methylimino]-methyl}-benzoic acid methyl ester

bis(trimethylsilyl)methyl azide

Downstream raw materials:

N-(Bis-trimethylsilanyl-methyl)-N-(2-phenylacetyl-benzyl)-benzamide

N-(2-Benzoyl-benzyl)-N-(bis-trimethylsilanyl-methyl)-benzamide

N-(Bis-trimethylsilanyl-methyl)-N-(2-but-3-enoyl-benzyl)-benzamide

N-(2-Acetyl-benzyl)-N-(bis-trimethylsilanyl-methyl)-benzamide