(2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadienal

Base Information

Chemical Name:(2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadienal
CAS No.:454194-33-3
Molecular Formula:C₂₂H₃₀O
Molecular Weight:310.48
Hs Code.:

Synonyms:(2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadienal

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Chemical Property of (2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadienal

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Technology Process of (2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadienal

There total 4 articles about (2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadienal 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: 99.0%

: 454194-31-1
(2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadien-1-ol

: 454194-33-3
(2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadienal

Guidance literature:: With manganese(IV) oxide; In dichloromethane; at 20 ℃;
DOI:10.1021/jo0257391

Reference yield:

: 89466-25-1
1-bromo-2-formylcyclopentene

: 454194-33-3
(2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadienal

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / 1-methyl-2-pyrrolidinone; triphenylarsine / Pd₂(dba)3 / 20 °C

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

2.2: 55 percent / tetrahydrofuran / 3 h / -78 - 25 °C

3.1: 99 percent / manganese(IV) oxide / CH₂Cl₂ / 20 °C

With 1-methyl-pyrrolidin-2-one; manganese(IV) oxide; n-butyllithium; triphenyl-arsane; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; dichloromethane; 1.1: Stille cross-coupling / 2.2: Wittig reaction;
DOI:10.1021/jo0257391

Reference yield:

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

: 454194-33-3
(2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethenyl]-1-cyclopenten-1-yl]-2,4-pentadienal

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / 1-methyl-2-pyrrolidinone; triphenylarsine / Pd₂(dba)3 / 20 °C

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

2.2: 55 percent / tetrahydrofuran / 3 h / -78 - 25 °C

3.1: 99 percent / manganese(IV) oxide / CH₂Cl₂ / 20 °C

With 1-methyl-pyrrolidin-2-one; manganese(IV) oxide; n-butyllithium; triphenyl-arsane; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; dichloromethane; 1.1: Stille cross-coupling / 2.2: Wittig reaction;
DOI:10.1021/jo0257391