(E)-1-{dimethyl[4-(trifluoromethyl)phenyl]silyl}-4-[dimethyl(phenyl)silyl]but-1-en-3-yne

Base Information

Chemical Name:(E)-1-{dimethyl[4-(trifluoromethyl)phenyl]silyl}-4-[dimethyl(phenyl)silyl]but-1-en-3-yne
CAS No.:938469-73-9
Molecular Formula:C₂₁H₂₃F₃Si₂
Molecular Weight:388.58
Hs Code.:

Synonyms:(E)-1-{dimethyl[4-(trifluoromethyl)phenyl]silyl}-4-[dimethyl(phenyl)silyl]but-1-en-3-yne

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Chemical Property of (E)-1-{dimethyl[4-(trifluoromethyl)phenyl]silyl}-4-[dimethyl(phenyl)silyl]but-1-en-3-yne

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Technology Process of (E)-1-{dimethyl[4-(trifluoromethyl)phenyl]silyl}-4-[dimethyl(phenyl)silyl]but-1-en-3-yne

There total 3 articles about (E)-1-{dimethyl[4-(trifluoromethyl)phenyl]silyl}-4-[dimethyl(phenyl)silyl]but-1-en-3-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: 65.0%

: 938469-69-3
(E)-1-bromo-2-{(dimethyl)[4-(trifluoromethyl)phenyl]silyl}ethene

: 17156-64-8
(dimethylphenylsilyl)acetylene

: 938469-73-9
(E)-1-{dimethyl[4-(trifluoromethyl)phenyl]silyl}-4-[dimethyl(phenyl)silyl]but-1-en-3-yne

Guidance literature:: (dimethylphenylsilyl)acetylene; With ethylmagnesium bromide; In tetrahydrofuran; at 20 ℃; for 1h;

With zinc(II) chloride; In tetrahydrofuran; at -20 ℃; for 2h;

(E)-1-bromo-2-{(dimethyl)[4-(trifluoromethyl)phenyl]silyl}ethene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 6h; Further stages.;
DOI:10.1021/jo070039n

Reference yield:

: (E)-1-{(dimethyl)[4-(trifluoromethyl)phenyl]silyl}-2-(tributylstannyl)ethene

: 938469-73-9
(E)-1-{dimethyl[4-(trifluoromethyl)phenyl]silyl}-4-[dimethyl(phenyl)silyl]but-1-en-3-yne

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -40 °C

1.2: 67 percent / 1,2-dibromoethane / tetrahydrofuran; hexane / 1 h / -78 °C

2.1: EtMgBr / tetrahydrofuran / 1 h / 20 °C

2.2: ZnCl₂ / tetrahydrofuran / 2 h / -20 °C

2.3: 65 percent / Pd(PPh₃)4 / tetrahydrofuran / 6 h / 20 °C

With n-butyllithium; ethylmagnesium bromide; In tetrahydrofuran; hexane;
DOI:10.1021/jo070039n

Reference yield:

: 768-33-2
phenyldimethylsilyl chloride

: 938469-73-9
(E)-1-{dimethyl[4-(trifluoromethyl)phenyl]silyl}-4-[dimethyl(phenyl)silyl]but-1-en-3-yne

Guidance literature:: Multi-step reaction with 2 steps

1.1: 88 percent / tetrahydrofuran / 0 - 20 °C

2.1: EtMgBr / tetrahydrofuran / 1 h / 20 °C

2.2: ZnCl₂ / tetrahydrofuran / 2 h / -20 °C

2.3: 65 percent / Pd(PPh₃)4 / tetrahydrofuran / 6 h / 20 °C

With ethylmagnesium bromide; In tetrahydrofuran;
DOI:10.1021/jo070039n