3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}-1-propanol

Base Information

Chemical Name:3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}-1-propanol
CAS No.:273936-80-4
Molecular Formula:C₂₀H₂₇BrO₂
Molecular Weight:379.337
Hs Code.:

Synonyms:3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}-1-propanol

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Chemical Property of 3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}-1-propanol

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Technology Process of 3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}-1-propanol

There total 9 articles about 3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}-1-propanol 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: 84.0%

: 264134-86-3
{[((2E,4Z)-4-bromo-4-{2-[3-(methoxymethyloxy)propyl]cyclohexylidene}-2-butenyl)oxy]methyl}benzene

: 273936-80-4
3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}-1-propanol

Guidance literature:: With pyridinium p-toluenesulfonate; tert-butyl alcohol; at 80 ℃; for 8h;
DOI:10.1021/ja9939284

Reference yield:

: 273936-78-0
ethyl (2E)-4-bromo-4-{2-[3-(methoxymethyloxy)propyl]cyclohexylidene}-2-butenoate

: 273936-80-4
3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}-1-propanol

Guidance literature:: Multi-step reaction with 3 steps

1: 50 percent / DIBALH / CH₂Cl₂; hexane / 2 h / 0 °C

2: 89 percent / Bu₄N*HSO₄; aq. NaOH / benzene / 24 h / 20 °C

3: 84 percent / PPTS; t-BuOH / 8 h / 80 °C

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; tert-butyl alcohol; In hexane; dichloromethane; benzene; 1: Reduction / 2: Etherification / 3: Hydrolysis;
DOI:10.1021/ja9939284

Reference yield:

: 273936-79-1
(2E,4Z)-4-bromo-4-{2-[3-(methoxymethyloxy)propyl]cyclohexylidene}-2-buten-1-ol

: 273936-80-4
3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}-1-propanol

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / Bu₄N*HSO₄; aq. NaOH / benzene / 24 h / 20 °C

2: 84 percent / PPTS; t-BuOH / 8 h / 80 °C

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; pyridinium p-toluenesulfonate; tert-butyl alcohol; In benzene; 1: Etherification / 2: Hydrolysis;
DOI:10.1021/ja9939284