(E)-3-{3-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclohex-1-enyl}-but-2-enenitrile

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Chemical Name:(E)-3-{3-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclohex-1-enyl}-but-2-enenitrile
CAS No.:155503-70-1
Molecular Formula:C₂₃H₃₁N
Molecular Weight:321.506
Hs Code.:

Synonyms:(E)-3-{3-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclohex-1-enyl}-but-2-enenitrile

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Chemical Property of (E)-3-{3-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclohex-1-enyl}-but-2-enenitrile

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Technology Process of (E)-3-{3-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclohex-1-enyl}-but-2-enenitrile

There total 7 articles about (E)-3-{3-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclohex-1-enyl}-but-2-enenitrile 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:

: 646-20-8
pimelonitrile

: 155503-70-1
(E)-3-{3-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclohex-1-enyl}-but-2-enenitrile

Guidance literature:: Multi-step reaction with 7 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

7: 75 percent / n-BuLi / tetrahydrofuran; hexane / 1.) 0 deg C, 10 min, 2.) r.t., 2 h

With potassium cyanide; manganese(IV) oxide; n-butyllithium; 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

: 155503-70-1
(E)-3-{3-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclohex-1-enyl}-but-2-enenitrile

Guidance literature:: Multi-step reaction with 6 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

6: 75 percent / n-BuLi / tetrahydrofuran; hexane / 1.) 0 deg C, 10 min, 2.) r.t., 2 h

With potassium cyanide; manganese(IV) oxide; n-butyllithium; 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

Reference yield:

: C₁₁H₁₈LiN₂O₃P

: 155503-70-1
(E)-3-{3-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclohex-1-enyl}-but-2-enenitrile

Guidance literature:: Multi-step reaction with 6 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

6: 75 percent / n-BuLi / tetrahydrofuran; hexane / 1.) 0 deg C, 10 min, 2.) r.t., 2 h

With potassium cyanide; manganese(IV) oxide; n-butyllithium; 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