{4-[3-(4-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-allylidene]-cyclohept-2-enylidene}-acetaldehyde

Base Information

Chemical Name:{4-[3-(4-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-allylidene]-cyclohept-2-enylidene}-acetaldehyde
CAS No.:922174-36-5
Molecular Formula:C₂₂H₃₀O₂
Molecular Weight:326.479
Hs Code.:

Synonyms:{4-[3-(4-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-allylidene]-cyclohept-2-enylidene}-acetaldehyde

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Chemical Property of {4-[3-(4-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-allylidene]-cyclohept-2-enylidene}-acetaldehyde

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Technology Process of {4-[3-(4-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-allylidene]-cyclohept-2-enylidene}-acetaldehyde

There total 12 articles about {4-[3-(4-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-allylidene]-cyclohept-2-enylidene}-acetaldehyde 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: 82.0%

: 922174-29-6
acetic acid 4-[3-(4-cyanomethylene-cyclohept-2-enylidene)-but-1-enyl]-3,5,5-trimethyl-cyclohex-3-enyl ester

: 922174-36-5
{4-[3-(4-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-allylidene]-cyclohept-2-enylidene}-acetaldehyde

Guidance literature:: With diisobutylaluminium hydride; In diethyl ether; toluene; at 0 ℃; for 0.666667h;
DOI:10.1139/V06-092

Reference yield:

: 922174-25-2
acetic acid 4-bromomethyl-3,5,5-trimethyl-cyclohex-3-enyl ester

: 922174-36-5
{4-[3-(4-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-allylidene]-cyclohept-2-enylidene}-acetaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1.37 g / benzene / 12 h / Heating

2.1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

2.2: 40 percent / tetrahydrofuran; hexane / 14 h / 20 °C

3.1: 63 percent / 4-(dimethylamino)pyridine; pyridine / 12 h / 20 °C

4.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0 - 20 °C

5.1: 84 percent / MnO₂ / CH₂Cl₂ / 0 - 20 °C

6.1: NaH / tetrahydrofuran / 0 - 20 °C

6.2: 27 percent / tetrahydrofuran / 12 h / 20 °C

7.1: 82 percent / diisobutylaluminum hydride / diethyl ether; toluene / 0.67 h / 0 °C

With pyridine; dmap; manganese(IV) oxide; n-butyllithium; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; benzene; 2.2: Wittig reaction / 6.2: Horner-Emmons-Wadsworth reaction;
DOI:10.1139/V06-092

Reference yield:

: 922174-24-1
acetic acid 4-hydroxymethyl-3,5,5-trimethyl-cyclohex-3-enyl ester

: 922174-36-5
{4-[3-(4-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-allylidene]-cyclohept-2-enylidene}-acetaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1.1: 94 percent / triphenylphosphine; carbon tetrabromide / 1 h / 20 °C

2.1: 1.37 g / benzene / 12 h / Heating

3.1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

3.2: 40 percent / tetrahydrofuran; hexane / 14 h / 20 °C

4.1: 63 percent / 4-(dimethylamino)pyridine; pyridine / 12 h / 20 °C

5.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0 - 20 °C

6.1: 84 percent / MnO₂ / CH₂Cl₂ / 0 - 20 °C

7.1: NaH / tetrahydrofuran / 0 - 20 °C

7.2: 27 percent / tetrahydrofuran / 12 h / 20 °C

8.1: 82 percent / diisobutylaluminum hydride / diethyl ether; toluene / 0.67 h / 0 °C

With pyridine; dmap; manganese(IV) oxide; n-butyllithium; carbon tetrabromide; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; benzene; 3.2: Wittig reaction / 7.2: Horner-Emmons-Wadsworth reaction;
DOI:10.1139/V06-092