6,6-Dimethyl-1-Vinylcyclohexene → HCID 68601845, compound

HRID 1952273Notes

Reaction equation

HRID 1952273 reaction equation
[CH2:1]([O:4][C:5]1[C:6](=[O:12])[CH:7]=[CH:8][C:9](=[O:11])[CH:10]=1)[CH:2]=[CH2:3].[CH3:13][C:14]1([CH3:22])[C:19]([CH:20]=[CH2:21])=[CH:18][CH2:17][CH2:16][CH2:15]1>CO>[CH2:1]([O:4][C:5]1[C:6](=[O:12])[C:7]2[C:8](=[CH:21][CH:20]=[C:19]3[C:18]=2[CH2:17][CH2:16][CH2:15][C:14]3([CH3:22])[CH3:13])[C:9](=[O:11])[CH:10]=1)[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 118295036,6-Dimethyl-1-VinylcyclohexeneHCID 469118002-[(Prop-2-en-1-yl)oxy]cyclohexa-2,5-diene-1,4-dione

Product 1

HCID 68601845HCID 68601845, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Allyloxy-1,4-benzoquinone (10.0 g, 60.9 mM) and 6,6-Dimethyl-1-Vinylcyclohexene (19.8 g, 183 mM) were dissolved in 100 ml of MeOH, and refluxed for 3 hours. 3-Allyloxy-8,8-dimethyl-5,6,7,8-tetrahydro-1,4-phenanthrenequinone (6.5 g, 22.0 mM) was obtained in the same manner as in Example 1.

Workup

  1. temperaturerefluxed for 3 hours

Sources & evidence

ORD record
ord-4aabd890050f4c0b8708cb28deb74d13
Source dataset
uspto-grants-2013_03
Patent number
US08404869B2

Reaction notes

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