(+/-)-2,6-Dimethyl-4-<3-hydroxy-4-<(trimethylsilyl)methyl>-4-pentenylidene>-2,5-cyclohexadien-1-one

Base Information

Chemical Name:(+/-)-2,6-Dimethyl-4-<3-hydroxy-4-<(trimethylsilyl)methyl>-4-pentenylidene>-2,5-cyclohexadien-1-one
CAS No.:158555-73-8
Molecular Formula:C₁₇H₂₆O₂Si
Molecular Weight:290.478
Hs Code.:

Synonyms:(+/-)-2,6-Dimethyl-4-<3-hydroxy-4-<(trimethylsilyl)methyl>-4-pentenylidene>-2,5-cyclohexadien-1-one

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Chemical Property of (+/-)-2,6-Dimethyl-4-<3-hydroxy-4-<(trimethylsilyl)methyl>-4-pentenylidene>-2,5-cyclohexadien-1-one

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Technology Process of (+/-)-2,6-Dimethyl-4-<3-hydroxy-4-<(trimethylsilyl)methyl>-4-pentenylidene>-2,5-cyclohexadien-1-one

There total 6 articles about (+/-)-2,6-Dimethyl-4-<3-hydroxy-4-<(trimethylsilyl)methyl>-4-pentenylidene>-2,5-cyclohexadien-1-one 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:

: 118631-04-2
(+/-)-2,6-Dimethyl-4-<3-hydroxy-4-<(trimethylsilyl)methyl>-4-pentenyl>phenol

: 158555-73-8
(+/-)-2,6-Dimethyl-4-<3-hydroxy-4-<(trimethylsilyl)methyl>-4-pentenylidene>-2,5-cyclohexadien-1-one

Guidance literature:: With silver(l) oxide; In chloroform-d1; for 0.166667h; Ambient temperature;
DOI:10.1021/jo00100a039

Reference yield:

: 13037-83-7
4-allyl-2,6-dimethylphenol

: 158555-73-8
(+/-)-2,6-Dimethyl-4-<3-hydroxy-4-<(trimethylsilyl)methyl>-4-pentenylidene>-2,5-cyclohexadien-1-one

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / imidazole / dimethylformamide / 4 h / Ambient temperature

2: 1.) BH₃*THF, 2.) 30percent H₂O₂, 3 N NaOH / 1.) THF, 0 deg C, 10 min; 2 h, 2.) 0 deg C, 15 min; 1 h

3: 58 percent / PDC / CH₂Cl₂ / 20 h / Ambient temperature

4: 83 percent / t-BuLi / tetrahydrofuran; pentane / 1.) -78 deg C, 1 h, 2.) -78 deg C, 30 min; r.t., 30 min

5: 2 N NaOH / tetrahydrofuran; ethanol / 48 h / Ambient temperature

6: Ag₂O / CDCl₃ / 0.17 h / Ambient temperature

With 1H-imidazole; sodium hydroxide; dipyridinium dichromate; borane-THF; dihydrogen peroxide; tert.-butyl lithium; silver(l) oxide; In tetrahydrofuran; chloroform-d1; ethanol; dichloromethane; N,N-dimethyl-formamide; pentane;
DOI:10.1021/jo00100a039

Reference yield:

: 118630-96-9
1-<(tert-Butyldimethylsilyl)oxy>-2,6-dimethyl-4-(2-propenyl)benzene

: 158555-73-8
(+/-)-2,6-Dimethyl-4-<3-hydroxy-4-<(trimethylsilyl)methyl>-4-pentenylidene>-2,5-cyclohexadien-1-one

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) BH₃*THF, 2.) 30percent H₂O₂, 3 N NaOH / 1.) THF, 0 deg C, 10 min; 2 h, 2.) 0 deg C, 15 min; 1 h

2: 58 percent / PDC / CH₂Cl₂ / 20 h / Ambient temperature

3: 83 percent / t-BuLi / tetrahydrofuran; pentane / 1.) -78 deg C, 1 h, 2.) -78 deg C, 30 min; r.t., 30 min

4: 2 N NaOH / tetrahydrofuran; ethanol / 48 h / Ambient temperature

5: Ag₂O / CDCl₃ / 0.17 h / Ambient temperature

With sodium hydroxide; dipyridinium dichromate; borane-THF; dihydrogen peroxide; tert.-butyl lithium; silver(l) oxide; In tetrahydrofuran; chloroform-d1; ethanol; dichloromethane; pentane;
DOI:10.1021/jo00100a039