2-[Bis(trimethylsilyl)methyl]-N,N-diethyl-4-methoxybenzamide

Base Information

• Chemical Name: 2-[Bis(trimethylsilyl)methyl]-N,N-diethyl-4-methoxybenzamide
• CAS No.: 90359-74-3
• Molecular Formula: C₁₉H₃₅NO₂Si₂
• Molecular Weight: 365.663
• DSSTox Substance ID: DTXSID10523396
• Wikidata: Q82389453
• Mol file: 90359-74-3.mol

Synonyms:90359-74-3;2-[Bis(trimethylsilyl)methyl]-N,N-diethyl-4-methoxybenzamide;DTXSID10523396

Chemical Property of 2-[Bis(trimethylsilyl)methyl]-N,N-diethyl-4-methoxybenzamide

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 365.22063243
• Heavy Atom Count: 24
• Complexity: 397

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=O)C1=C(C=C(C=C1)OC)C([Si](C)(C)C)[Si](C)(C)C

Technology Process of 2-[Bis(trimethylsilyl)methyl]-N,N-diethyl-4-methoxybenzamide

There total 3 articles about 2-[Bis(trimethylsilyl)methyl]-N,N-diethyl-4-methoxybenzamide 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:

4-methoxy-N,N-diethylbenzamide (7465-86-3) → N,N-diethyl-2--4-methoxybenzamide (90359-74-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) s-BuLi, TMEDA / 1.) cyclohexane, THF, -78 deg C, 1 h, 2.) THF, cyclohexane, from -78 deg C to RT, 8 h

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium;

DOI:10.1021/jo00279a029

Reference yield:

chloro-trimethyl-silane (75-77-4) + N,N-diethyl-4-methoxy-2-methylbenzamide (90359-73-2) → N,N-diethyl-2--4-methoxybenzamide (90359-74-3) + N,N-diethyl-2--4-methoxy-6-(trimethylsilyl)benzamide (122357-64-6)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/jo00279a029

Reference yield:

chloro-trimethyl-silane (75-77-4) + N,N-diethyl-4-methoxy-2-methylbenzamide (90359-73-2) → N,N-diethyl-2--4-methoxybenzamide (90359-74-3)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/S0040-4039(00)99916-7

upstream raw materials:

chloro-trimethyl-silane

N,N-diethyl-4-methoxy-2-methylbenzamide

4-methoxy-N,N-diethylbenzamide

Downstream raw materials:

5-methoxy-7-methyl-3-(3',5'-dimethoxyphenyl)phthalide

4-methoxy-6-methyl-2-(3',5'-dimethoxybenzyl)benzoic acid