3-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclohex-1-enecarboxylic acid methyl ester

Base Information

Chemical Name:3-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclohex-1-enecarboxylic acid methyl ester
CAS No.:155503-62-1
Molecular Formula:C₂₁H₃₀O₂
Molecular Weight:314.468
Hs Code.:

Synonyms:3-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclohex-1-enecarboxylic acid methyl ester

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Chemical Property of 3-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclohex-1-enecarboxylic acid methyl ester

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Technology Process of 3-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclohex-1-enecarboxylic acid methyl ester

There total 6 articles about 3-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclohex-1-enecarboxylic acid methyl ester 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: 90.0%

: 67-56-1
methanol

: 155503-61-0
E,E-3-<1-Methyl-3-(2,6,6-trimethyl-1-cyclohexenyl)-2-propenylidene>-1-cyclohexenecarboxaldehyde

: 155503-62-1
3-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: With potassium cyanide; manganese(IV) oxide; acetic acid; for 12h; Ambient temperature;
DOI:10.1002/recl.19941130107

Reference yield:

: 646-20-8
pimelonitrile

: 155503-62-1
3-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: LDA / tetrahydrofuran; hexane / 1.) -80 deg C, 30 min; -80 to -50 deg C, 1 h, 2.) HMPA, -50 deg C, 10 min

2: tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 12 h / Ambient temperature

3: Dibal / petroleum ether; hexane / 1.) -70 deg C, 1 h, 2.) -15 deg C

4: aq. AcOH, SiO₂ / petroleum ether; diethyl ether / 168 h

5: 90 percent / MnO₂, KCN, glacial acetic acid / 12 h / Ambient temperature

With potassium cyanide; manganese(IV) oxide; silica gel; diisobutylaluminium hydride; acetic acid; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; Petroleum ether;
DOI:10.1002/recl.19941130107

Reference yield:

: 79-77-6,14901-07-6
(E)-β-ionone

: 155503-62-1
3-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 12 h / Ambient temperature

2: Dibal / petroleum ether; hexane / 1.) -70 deg C, 1 h, 2.) -15 deg C

3: aq. AcOH, SiO₂ / petroleum ether; diethyl ether / 168 h

4: 90 percent / MnO₂, KCN, glacial acetic acid / 12 h / Ambient temperature

With potassium cyanide; manganese(IV) oxide; silica gel; diisobutylaluminium hydride; acetic acid; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; Petroleum ether;
DOI:10.1002/recl.19941130107