4-[4-(tert-butyl-dimethyl-silanyloxy)-1-(2-methyl-imidazol-1-yl)-butyl]-benzonitrile

Base Information

Chemical Name:4-[4-(tert-butyl-dimethyl-silanyloxy)-1-(2-methyl-imidazol-1-yl)-butyl]-benzonitrile
CAS No.:311823-29-7
Molecular Formula:C₂₁H₃₁N₃OSi
Molecular Weight:369.582
Hs Code.:

4-[4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-1-(2-methyl-imidazol-1-yl)-butyl]-benzonitrile

Synonyms:4-[4-(tert-butyl-dimethyl-silanyloxy)-1-(2-methyl-imidazol-1-yl)-butyl]-benzonitrile

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Chemical Property of 4-[4-(tert-butyl-dimethyl-silanyloxy)-1-(2-methyl-imidazol-1-yl)-butyl]-benzonitrile

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Technology Process of 4-[4-(tert-butyl-dimethyl-silanyloxy)-1-(2-methyl-imidazol-1-yl)-butyl]-benzonitrile

There total 4 articles about 4-[4-(tert-butyl-dimethyl-silanyloxy)-1-(2-methyl-imidazol-1-yl)-butyl]-benzonitrile 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: 87.0%

: 78878-05-4
1-iodo-3-(tert-butyldimethylsilyloxy)propane

: 311823-19-5
4-(2-methyl-imidazol-1-ylmethyl)-benzonitrile

: 311823-29-7
4-[4-(tert-butyl-dimethyl-silanyloxy)-1-(2-methyl-imidazol-1-yl)-butyl]-benzonitrile

Guidance literature:: 4-(2-methyl-imidazol-1-ylmethyl)-benzonitrile; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

1-iodo-3-(tert-butyldimethylsilyloxy)propane; In tetrahydrofuran; at -78 - 0 ℃; for 6h; Further stages.;
DOI:10.1021/ol0002424

Reference yield:

: 89031-82-3
1-(t-Butyldimethylsilyloxy)-3-chloro-propane

: 311823-29-7
4-[4-(tert-butyl-dimethyl-silanyloxy)-1-(2-methyl-imidazol-1-yl)-butyl]-benzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: 78 percent / NaI / acetone / 24 h / Heating

2.1: LiHMDS / tetrahydrofuran / 1 h / -78 °C

2.2: 87 percent / tetrahydrofuran / 6 h / -78 - 0 °C

With sodium iodide; lithium hexamethyldisilazane; In tetrahydrofuran; acetone; 1.1: Substitution / 2.1: Metallation / 2.2: Substitution;
DOI:10.1021/ol0002424

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 311823-29-7
4-[4-(tert-butyl-dimethyl-silanyloxy)-1-(2-methyl-imidazol-1-yl)-butyl]-benzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / imidazole / dimethylformamide / 18 h / 20 °C

2.1: 78 percent / NaI / acetone / 24 h / Heating

3.1: LiHMDS / tetrahydrofuran / 1 h / -78 °C

3.2: 87 percent / tetrahydrofuran / 6 h / -78 - 0 °C

With 1H-imidazole; sodium iodide; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide; acetone; 1.1: silylation / 2.1: Substitution / 3.1: Metallation / 3.2: Substitution;
DOI:10.1021/ol0002424