(4E)-1-bromo-8-(tert-butyldiphenylsilyloxy)-4-octene

Base Information

Chemical Name:(4E)-1-bromo-8-(tert-butyldiphenylsilyloxy)-4-octene
CAS No.:197219-05-9
Molecular Formula:C₂₄H₃₃BrOSi
Molecular Weight:445.515
Hs Code.:

Synonyms:(4E)-1-bromo-8-(tert-butyldiphenylsilyloxy)-4-octene

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Chemical Property of (4E)-1-bromo-8-(tert-butyldiphenylsilyloxy)-4-octene

Chemical Property:

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Technology Process of (4E)-1-bromo-8-(tert-butyldiphenylsilyloxy)-4-octene

There total 7 articles about (4E)-1-bromo-8-(tert-butyldiphenylsilyloxy)-4-octene 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: 98.0%

: 197219-04-8
(4E)-8-(tert-butyldiphenylsilyloxy)-4-octen-1-ol

: 197219-05-9
(4E)-1-bromo-8-(tert-butyldiphenylsilyloxy)-4-octene

Guidance literature:: With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 25 ℃; for 0.0833333h;
DOI:10.1016/S0040-4020(97)00780-1

Reference yield:

: 5390-04-5
pent-1-yn-5-ol

: 197219-05-9
(4E)-1-bromo-8-(tert-butyldiphenylsilyloxy)-4-octene

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaH / tetrahydrofuran / 1 h / 0 °C

1.2: 95 percent / tetrabutylammonium iodide / tetrahydrofuran / 14 h / 25 °C

2.1: BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

2.2: tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 15 h / 0 - 25 °C

3.1: 3.03 g / HCl; water / tetrahydrofuran / 1.5 h / 0 - 25 °C

4.1: LiAlH₄ / bis-(2-methoxy-ethyl) ether; tetrahydrofuran / 15 h / 0 - 140 °C

5.1: 5.91 g / imidazole / dimethylformamide / 18 h / 0 - 25 °C

6.1: 94 percent / dichlorodicyanobenzoquinone / CH₂Cl₂; H₂O / 2 h / 0 - 25 °C

7.1: 98 percent / triphenylphosphine; carbon tetrabromide / CH₂Cl₂ / 0.08 h / 25 °C

With 1H-imidazole; hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; carbon tetrabromide; water; sodium hydride; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; hexane; dichloromethane; diethylene glycol dimethyl ether; water; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Etherification / 2.1: Metallation / 2.2: Alkylation / 3.1: Hydrolysis / 4.1: Reduction / 5.1: silylation / 6.1: Oxidation / 7.1: Bromination;
DOI:10.1016/S0040-4020(97)00780-1

Reference yield:

: 197219-01-5
1-methoxy-4-pent-4-ynyloxymethyl-benzene

: 197219-05-9
(4E)-1-bromo-8-(tert-butyldiphenylsilyloxy)-4-octene

Guidance literature:: Multi-step reaction with 6 steps

1.1: BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

1.2: tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 15 h / 0 - 25 °C

2.1: 3.03 g / HCl; water / tetrahydrofuran / 1.5 h / 0 - 25 °C

3.1: LiAlH₄ / bis-(2-methoxy-ethyl) ether; tetrahydrofuran / 15 h / 0 - 140 °C

4.1: 5.91 g / imidazole / dimethylformamide / 18 h / 0 - 25 °C

5.1: 94 percent / dichlorodicyanobenzoquinone / CH₂Cl₂; H₂O / 2 h / 0 - 25 °C

6.1: 98 percent / triphenylphosphine; carbon tetrabromide / CH₂Cl₂ / 0.08 h / 25 °C

With 1H-imidazole; hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; carbon tetrabromide; water; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; hexane; dichloromethane; diethylene glycol dimethyl ether; water; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Alkylation / 2.1: Hydrolysis / 3.1: Reduction / 4.1: silylation / 5.1: Oxidation / 6.1: Bromination;
DOI:10.1016/S0040-4020(97)00780-1