E,E-1-<3-<1-Methyl-3-(2,6,6-trimethyl-1-cyclohexenyl)-2-propenylidene>-1-cyclohexenyl>ethanone

Base Information

Chemical Name:E,E-1-<3-<1-Methyl-3-(2,6,6-trimethyl-1-cyclohexenyl)-2-propenylidene>-1-cyclohexenyl>ethanone
CAS No.:155503-63-2
Molecular Formula:C₂₁H₃₀O
Molecular Weight:298.469
Hs Code.:

Synonyms:E,E-1-<3-<1-Methyl-3-(2,6,6-trimethyl-1-cyclohexenyl)-2-propenylidene>-1-cyclohexenyl>ethanone

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Chemical Property of E,E-1-<3-<1-Methyl-3-(2,6,6-trimethyl-1-cyclohexenyl)-2-propenylidene>-1-cyclohexenyl>ethanone

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Technology Process of E,E-1-<3-<1-Methyl-3-(2,6,6-trimethyl-1-cyclohexenyl)-2-propenylidene>-1-cyclohexenyl>ethanone

There total 7 articles about E,E-1-<3-<1-Methyl-3-(2,6,6-trimethyl-1-cyclohexenyl)-2-propenylidene>-1-cyclohexenyl>ethanone 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: 60.0%

: 917-54-4
methyllithium

: 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

: 155503-63-2
E,E-1-<3-<1-Methyl-3-(2,6,6-trimethyl-1-cyclohexenyl)-2-propenylidene>-1-cyclohexenyl>ethanone

Guidance literature:: With chloro-trimethyl-silane; In tetrahydrofuran; diethyl ether; at -100 ℃; for 0.166667h;
DOI:10.1002/recl.19941130107

Reference yield:

: 646-20-8
pimelonitrile

: 155503-63-2
E,E-1-<3-<1-Methyl-3-(2,6,6-trimethyl-1-cyclohexenyl)-2-propenylidene>-1-cyclohexenyl>ethanone

Guidance literature:: Multi-step reaction with 6 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

6: 60 percent / Me₃SiCl / tetrahydrofuran; diethyl ether / 0.17 h / -100 °C

With potassium cyanide; manganese(IV) oxide; chloro-trimethyl-silane; 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

: 155503-63-2
E,E-1-<3-<1-Methyl-3-(2,6,6-trimethyl-1-cyclohexenyl)-2-propenylidene>-1-cyclohexenyl>ethanone

Guidance literature:: Multi-step reaction with 5 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

5: 60 percent / Me₃SiCl / tetrahydrofuran; diethyl ether / 0.17 h / -100 °C

With potassium cyanide; manganese(IV) oxide; chloro-trimethyl-silane; 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