2-(3-methyl-5-(2,6,6-trimethyl-1-cyclohexenyl)-2,4-pentadienylidene)-γ-butyrolactone

Base Information

Chemical Name:2-(3-methyl-5-(2,6,6-trimethyl-1-cyclohexenyl)-2,4-pentadienylidene)-γ-butyrolactone
CAS No.:144736-14-1
Molecular Formula:C₁₉H₂₆O₂
Molecular Weight:286.414
Hs Code.:

Synonyms:2-(3-methyl-5-(2,6,6-trimethyl-1-cyclohexenyl)-2,4-pentadienylidene)-γ-butyrolactone

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Chemical Property of 2-(3-methyl-5-(2,6,6-trimethyl-1-cyclohexenyl)-2,4-pentadienylidene)-γ-butyrolactone

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Technology Process of 2-(3-methyl-5-(2,6,6-trimethyl-1-cyclohexenyl)-2,4-pentadienylidene)-γ-butyrolactone

There total 1 articles about 2-(3-methyl-5-(2,6,6-trimethyl-1-cyclohexenyl)-2,4-pentadienylidene)-γ-butyrolactone 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:

: 2907-85-9
3-diethylphosphono-2-oxo-tetrahydrofuran

: 3917-41-7
(2E,4E)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienal

: 144736-14-1
2-(3-methyl-5-(2,6,6-trimethyl-1-cyclohexenyl)-2,4-pentadienylidene)-γ-butyrolactone

Guidance literature:: With sodium hydride; Yield given. Multistep reaction; 1.) THF, 0 deg C, 15 min, 2.) THF, 30 min;
DOI:10.1021/ja00053a023

Reference yield:

: 144736-14-1
2-(3-methyl-5-(2,6,6-trimethyl-1-cyclohexenyl)-2,4-pentadienylidene)-γ-butyrolactone

: C₂₁⁽¹³⁾CH₃₁NO

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) (CH₃)3SiCl / 1.) THF, -100 deg C, 2.) THF, from -100 deg C to -90 deg C, 15 min

2: 92 percent / 4-dimethylaminopyridine / 2 h / Ambient temperature

3: tetrahydrofuran / 1 h / 20 - 45 °C

4: KOH / methanol / 1 h / -30 - -20 °C

With dmap; potassium hydroxide; chloro-trimethyl-silane; In tetrahydrofuran; methanol;
DOI:10.1021/ja00053a023

Reference yield:

: 144736-14-1
2-(3-methyl-5-(2,6,6-trimethyl-1-cyclohexenyl)-2,4-pentadienylidene)-γ-butyrolactone

: 5-Methyl-4-[(2E,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dien-(E)-ylidene]-3,4-dihydro-2H-pyrrole

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) (CH₃)3SiCl / 1.) THF, -100 deg C, 2.) THF, from -100 deg C to -90 deg C, 15 min

2: 92 percent / 4-dimethylaminopyridine / 2 h / Ambient temperature

3: tetrahydrofuran / 1 h / 20 - 45 °C

4: KOH / methanol / 1 h / -30 - -20 °C

5: 72 percent / pyridine / -15 °C

6: 92 percent / NaN₃ / dimethylformamide; H₂O / 1 h / 100 °C

7: 1.) diisobutylaluminium hydride, 2.) acetic acid, 3A sieves / 1.) petroleum ether, hexane, from -60 deg C to RT, 1 h, 2.) petroleum ether, hexane, methanol, 0 deg C, 45 min

With pyridine; dmap; potassium hydroxide; chloro-trimethyl-silane; sodium azide; 3 A molecular sieve; diisobutylaluminium hydride; acetic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00053a023