6,6-Dimethyl-1-Vinylcyclohexene → HCID 68599654, compound

HRID 1952275Notes

Reaction equation

HRID 1952275 reaction equation
[CH2:1]([O:6][C:7]1[C:8](=[O:14])[CH:9]=[CH:10][C:11](=[O:13])[CH:12]=1)[CH:2]=[C:3]([CH3:5])[CH3:4].[CH3:15][C:16]1([CH3:24])[C:21]([CH:22]=[CH2:23])=[CH:20][CH2:19][CH2:18][CH2:17]1>CO>[CH2:1]([O:6][C:7]1[C:8](=[O:14])[C:9]2[C:10](=[CH:23][CH:22]=[C:21]3[C:20]=2[CH2:19][CH2:18][CH2:17][C:16]3([CH3:24])[CH3:15])[C:11](=[O:13])[CH:12]=1)[CH:2]=[C:3]([CH3:5])[CH3:4]

Participants

4

Reactant 2

HCID 118295036,6-Dimethyl-1-VinylcyclohexeneHCID 534204902,5-Cyclohexadiene-1,4-dione, 2-[(3-methyl-2-buten-1-yl)oxy]-

Product 1

HCID 68599654HCID 68599654, compoundYield 35.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Prenyloxy-1,4-benzoquinone (20.0 g, 0.104 M) and 6,6-Dimethyl-1-vinylcyclohexene (56.7 g, 0.416 M) were dissolved in 150 ml of MeOH, and refluxed for 3 hours. 3-Prenyloxy-8,8-dimethyl-5,6,7,8-tetrahydro-1,4-phenanthrenequinone (12.0 g, 0.037 M) was obtained in the same manner as in Example 1.

Workup

  1. temperaturerefluxed for 3 hours

Sources & evidence

ORD record
ord-bb179e931187487da5ddf342071d15f0
Source dataset
uspto-grants-2013_03
Patent number
US08404869B2

Reaction notes

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