(1E,3Z,5E)-1-(1-cyclohexenyl)-3-bromo-8-trimethylsilyl-1,3,5-octatrien-7-yne

Base Information

Chemical Name:(1E,3Z,5E)-1-(1-cyclohexenyl)-3-bromo-8-trimethylsilyl-1,3,5-octatrien-7-yne
CAS No.:713115-67-4
Molecular Formula:C₁₇H₂₃BrSi
Molecular Weight:335.359
Hs Code.:

Synonyms:(1E,3Z,5E)-1-(1-cyclohexenyl)-3-bromo-8-trimethylsilyl-1,3,5-octatrien-7-yne

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Chemical Property of (1E,3Z,5E)-1-(1-cyclohexenyl)-3-bromo-8-trimethylsilyl-1,3,5-octatrien-7-yne

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Technology Process of (1E,3Z,5E)-1-(1-cyclohexenyl)-3-bromo-8-trimethylsilyl-1,3,5-octatrien-7-yne

There total 1 articles about (1E,3Z,5E)-1-(1-cyclohexenyl)-3-bromo-8-trimethylsilyl-1,3,5-octatrien-7-yne 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: 63.0%

: 201859-33-8
(E)-1-iodo-2-(1-cyclohexenyl)ethene

: (3E)-1,1-dibromo-6-trimethylsilyl-1,3-hexadien-5-yne

: 713115-67-4
(1E,3Z,5E)-1-(1-cyclohexenyl)-3-bromo-8-trimethylsilyl-1,3,5-octatrien-7-yne

Guidance literature:: (E)-1-iodo-2-(1-cyclohexenyl)ethene; With tert.-butyl lithium; In diethyl ether; pentane; at -78 ℃; for 0.5h;

With zinc dibromide; In tetrahydrofuran; diethyl ether; pentane; at -78 - 23 ℃; for 0.5h;

(3E)-1,1-dibromo-6-trimethylsilyl-1,3-hexadien-5-yne; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; pentane; at 45 ℃; for 3h;
DOI:10.1021/ja0304392

Reference yield: 61.0%

: 544-97-8
dimethyl zinc(II)

: 713115-67-4
(1E,3Z,5E)-1-(1-cyclohexenyl)-3-bromo-8-trimethylsilyl-1,3,5-octatrien-7-yne

: (1E,3E,5E)-1-(1-cyclohexenyl)-3-methyl-8-trimethylsilyl-1,3,5-octatrien-7-yne

Guidance literature:: With bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; toluene; at 23 ℃; for 1h;
DOI:10.1002/anie.200353022

Reference yield: 61.0%

: 75-16-1
methylmagnesium bromide

: 713115-67-4
(1E,3Z,5E)-1-(1-cyclohexenyl)-3-bromo-8-trimethylsilyl-1,3,5-octatrien-7-yne

: (1E,3Z,5E)-1-(1-cyclohexenyl)-3-methyl-8-trimethylsilyl-1,3,5-octatrien-7-yne

: (1E,3E,5E)-1-(1-cyclohexenyl)-3-methyl-8-trimethylsilyl-1,3,5-octatrien-7-yne

Guidance literature:: With Cl₂Pd[bis(2-diphenylphosphinophenyl) ether]; zinc dibromide; In tetrahydrofuran; diethyl ether; Title compound not separated from byproducts;
DOI:10.1021/ja0304392