(Z)-4-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclooct-2-enol

Base Information

Chemical Name:(Z)-4-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclooct-2-enol
CAS No.:148705-59-3
Molecular Formula:C₂₁H₃₂O
Molecular Weight:300.484
Hs Code.:

Synonyms:(Z)-4-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclooct-2-enol

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Chemical Property of (Z)-4-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclooct-2-enol

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Technology Process of (Z)-4-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclooct-2-enol

There total 9 articles about (Z)-4-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclooct-2-enol 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%

: 148705-58-2
tert-Butyl-dimethyl-{(Z)-4-[(E)-1-methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclooct-2-enyloxy}-silane

: 148705-59-3
(Z)-4-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclooct-2-enol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 2h;
DOI:10.1021/jo00065a014

Reference yield:

: 6690-12-6
(Z)-9-oxabicyclo[6.1.0]non-2-ene

: 148705-59-3
(Z)-4-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclooct-2-enol

Guidance literature:: Multi-step reaction with 8 steps

1: 84 percent / NaBH₄ / ethanol / 1) 25 deg C, 2 h, 2) 60 deg C, 4 h

2: 80 percent / imidazole / dimethylformamide / 25 °C

3: 82 percent / K₂CO₃, H₂O₂ / tetrahydrofuran; ethanol / 2 h / 25 °C

4: 94 percent / pyridinium dichromate / dimethylformamide / 19 h / 25 °C

5: 1) NaH / 1) DME, mineral oil, DMF, 5 min, reflux, 2) DME, rt, 45 min

6: 97 percent / DIBAL / diethyl ether / 0.5 h / ice bath

7: 1) t-BuOK / 1) THF, 15 min, 2) THF, 25 deg C, 8 h

8: 90 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 25 °C

With 1H-imidazole; sodium tetrahydroborate; dipyridinium dichromate; potassium tert-butylate; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00065a014

Reference yield:

: 103682-02-6
3-(phenylseleno)-1-cycloocten-4-ol

: 148705-59-3
(Z)-4-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cyclooct-2-enol

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / imidazole / dimethylformamide / 25 °C

2: 82 percent / K₂CO₃, H₂O₂ / tetrahydrofuran; ethanol / 2 h / 25 °C

3: 94 percent / pyridinium dichromate / dimethylformamide / 19 h / 25 °C

4: 1) NaH / 1) DME, mineral oil, DMF, 5 min, reflux, 2) DME, rt, 45 min

5: 97 percent / DIBAL / diethyl ether / 0.5 h / ice bath

6: 1) t-BuOK / 1) THF, 15 min, 2) THF, 25 deg C, 8 h

7: 90 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 25 °C

With 1H-imidazole; dipyridinium dichromate; potassium tert-butylate; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00065a014