2-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl]cyclohex-1-ene-carbaldehyde

Base Information

Chemical Name:2-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl]cyclohex-1-ene-carbaldehyde
CAS No.:454194-38-8
Molecular Formula:C₁₃H₁₈O₂
Molecular Weight:206.285
Hs Code.:

Synonyms:2-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl]cyclohex-1-ene-carbaldehyde

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Chemical Property of 2-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl]cyclohex-1-ene-carbaldehyde

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Technology Process of 2-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl]cyclohex-1-ene-carbaldehyde

There total 1 articles about 2-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl]cyclohex-1-ene-carbaldehyde 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: 97.0%

: 38127-47-8
2-bromocyclohex-1-ene-1-carbaldehyde

: 128426-10-8
(2E,4E)-5-(tri-n-butylstannyl)-3-methylpenta-2,4-dien-1-ol

: 454194-38-8
2-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl]cyclohex-1-ene-carbaldehyde

Guidance literature:: With 1-methyl-pyrrolidin-2-one; triphenyl-arsane; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; at 25 ℃; for 0.0833333h;
DOI:10.1021/jo0257391

Reference yield: 59.0%

: 56013-01-5
triphenyl((2,6,6-trimethylcyclohex-1-enyl)methyl)phosphonium bromide

: 454194-38-8
2-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl]cyclohex-1-ene-carbaldehyde

: 454194-44-6
(2E,4E)-3-methyl-5-{2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclohexen-1-yl}-2,4-pentadien-1-ol

Guidance literature:: triphenyl((2,6,6-trimethylcyclohex-1-enyl)methyl)phosphonium bromide; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 1h;

2-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl]cyclohex-1-ene-carbaldehyde; In tetrahydrofuran; at -78 - 25 ℃; for 3h; Further stages.;
DOI:10.1021/jo0257391

Reference yield:

: 454194-38-8
2-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl]cyclohex-1-ene-carbaldehyde

: (2E,4E)-3-methyl-5-{2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclohexen-1-yl}-2,4-pentadienoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / 1 h / 0 °C

1.2: 59 percent / tetrahydrofuran / 3 h / -78 - 25 °C

2.1: 99 percent / manganese(IV) oxide / CH₂Cl₂ / 16 h / 25 °C

3.1: 83 percent / sodium chlorite; sodium dihydrogen phosphate; 2-methylbut-2-ene / 2-methyl-propan-2-ol; H₂O / 10 h / 25 °C

With manganese(IV) oxide; sodium chlorite; n-butyllithium; sodium dihydrogen phosphate; 2-methyl-but-2-ene; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; 1.2: Wittig reaction;
DOI:10.1021/jo0257391