(1E,3E)-1-(4-carboethoxyphenyl)-2-methyl-4-(1,2-epoxy-2,6,6-trimethylcyclohex-1-yl)-1,3-butadiene

Base Information

Chemical Name:(1E,3E)-1-(4-carboethoxyphenyl)-2-methyl-4-(1,2-epoxy-2,6,6-trimethylcyclohex-1-yl)-1,3-butadiene
CAS No.:77837-57-1
Molecular Formula:C₂₃H₃₀O₃
Molecular Weight:354.489
Hs Code.:

Synonyms:(1E,3E)-1-(4-carboethoxyphenyl)-2-methyl-4-(1,2-epoxy-2,6,6-trimethylcyclohex-1-yl)-1,3-butadiene

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Chemical Property of (1E,3E)-1-(4-carboethoxyphenyl)-2-methyl-4-(1,2-epoxy-2,6,6-trimethylcyclohex-1-yl)-1,3-butadiene

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Technology Process of (1E,3E)-1-(4-carboethoxyphenyl)-2-methyl-4-(1,2-epoxy-2,6,6-trimethylcyclohex-1-yl)-1,3-butadiene

There total 5 articles about (1E,3E)-1-(4-carboethoxyphenyl)-2-methyl-4-(1,2-epoxy-2,6,6-trimethylcyclohex-1-yl)-1,3-butadiene 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: 74.0%

: 77837-56-0
(E)-1-(4-carbethoxyphenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)butadiene

: 77837-57-1
(1E,3E)-1-(4-carboethoxyphenyl)-2-methyl-4-(1,2-epoxy-2,6,6-trimethylcyclohex-1-yl)-1,3-butadiene

Guidance literature:: With disodium hydrogenphosphate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.583333h;
DOI:10.1021/jm00137a019

Reference yield:

: 79-77-6,14901-07-6
(E)-β-ionone

: 77837-57-1
(1E,3E)-1-(4-carboethoxyphenyl)-2-methyl-4-(1,2-epoxy-2,6,6-trimethylcyclohex-1-yl)-1,3-butadiene

Guidance literature:: Multi-step reaction with 2 steps

1: NaH / dimethylformamide / 1.) RT, 16 h, 2.) 60 deg C, 45 min

2: 74 percent / Na₂HPO₄*7H₂O, 85percent MCPBA / CH₂Cl₂ / 0.58 h / 0 °C

With disodium hydrogenphosphate; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00137a019

Reference yield:

: 6287-86-1
p-ethoxycarbonylbenzaldehyde

: 77837-57-1
(1E,3E)-1-(4-carboethoxyphenyl)-2-methyl-4-(1,2-epoxy-2,6,6-trimethylcyclohex-1-yl)-1,3-butadiene

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) THF, hexane, from -78 deg C to RT, 20 min, 2.) hexane, THF, a) RT, overnight, b) 60 deg C, 1 h

2: 52 percent / SeO₂ / aq. ethanol / 19 h / Heating

3: 1.) t-BuOK / 1.) t-BuOH, THF, 0 deg C, 15 min, 2.) t-BuOH, THF, a) 0 deg C, 2 h, b) RT, 18 h

4: 74 percent / Na₂HPO₄*7H₂O, 85percent MCPBA / CH₂Cl₂ / 0.58 h / 0 °C

With disodium hydrogenphosphate; n-butyllithium; selenium(IV) oxide; potassium tert-butylate; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane;
DOI:10.1021/jm00137a019