N-(2-(2-bromophenyl)prop-1-en-1-ylidene)-1-(tert-butyl)-1,1-dimethylsilanamine

Base Information

Chemical Name:N-(2-(2-bromophenyl)prop-1-en-1-ylidene)-1-(tert-butyl)-1,1-dimethylsilanamine
CAS No.:1421691-98-6
Molecular Formula:C₁₅H₂₂BrNSi
Molecular Weight:324.336
Hs Code.:

Synonyms:N-(2-(2-bromophenyl)prop-1-en-1-ylidene)-1-(tert-butyl)-1,1-dimethylsilanamine

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Chemical Property of N-(2-(2-bromophenyl)prop-1-en-1-ylidene)-1-(tert-butyl)-1,1-dimethylsilanamine

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Technology Process of N-(2-(2-bromophenyl)prop-1-en-1-ylidene)-1-(tert-butyl)-1,1-dimethylsilanamine

There total 2 articles about N-(2-(2-bromophenyl)prop-1-en-1-ylidene)-1-(tert-butyl)-1,1-dimethylsilanamine 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: 92.0%

: 57775-10-7
rac-2-(2-bromophenyl)propanenitrile

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1421691-98-6
N-(2-(2-bromophenyl)prop-1-en-1-ylidene)-1-(tert-butyl)-1,1-dimethylsilanamine

Guidance literature:: rac-2-(2-bromophenyl)propanenitrile; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.0833333h; Inert atmosphere;

tert-butyldimethylsilyl chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/ja312141b

Reference yield:

: 19472-74-3
2-(2-bromophenyl)acetonitrile

: 1421691-98-6
N-(2-(2-bromophenyl)prop-1-en-1-ylidene)-1-(tert-butyl)-1,1-dimethylsilanamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -78 °C / Inert atmosphere

2.2: 12 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane;
DOI:10.1021/ja312141b

Reference yield: 87.0%

: 1421691-98-6
N-(2-(2-bromophenyl)prop-1-en-1-ylidene)-1-(tert-butyl)-1,1-dimethylsilanamine

: 100-52-7
benzaldehyde

: 95-84-1
3-amino-4-hydroxytoluene

: 2-(2-bromophenyl)-3-((2-hydroxy-5-methylphenyl)amino)-2-methyl-3-phenylpropanenitrile

Guidance literature:: benzaldehyde; 3-amino-4-hydroxytoluene; With C₄₉H₇₈N₄O₄; diisopropylamine; In ethyl acetate; at 30 ℃; for 0.5h;

N-(2-(2-bromophenyl)prop-1-en-1-ylidene)-1-(tert-butyl)-1,1-dimethylsilanamine; In ethyl acetate; at -20 ℃; for 12h; enantioselective reaction;
DOI:10.1002/anie.201209093