1-(2,2,6-Trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl)ethan-1-one → Ethanone, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-

HRID 1164415Notes

Reaction equation

HRID 1164415 reaction equation
[CH3:1][C:2]([C:4]12O[C:5]1([CH3:13])[CH2:6][CH2:7][CH2:8][C:9]2([CH3:11])[CH3:10])=[O:3]>O1CCOCC1>[CH3:1][C:2]([C:4]1[C:9]([CH3:11])([CH3:10])[CH2:8][CH:7]=[CH:6][C:5]=1[CH3:13])=[O:3]

Participants

3

Reactant 1

HCID 205124841-(2,2,6-Trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl)ethan-1-one

Product 1

HCID 6451733Ethanone, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-Yield 72.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2.0 g (0.011 M) of 2,6,6-trimethyl-1,2-epoxy-cyclohexyl methyl ketone have been treated with 0.5 g of acidic diatomaceous earth in 10 ml of dioxane at 100° to give, after the usual treatments as described in Example 6, 1.3 g (yield 72%) of the desired product (purity 80%).

Workup

  1. customto give

Sources & evidence

ORD record
ord-3bb3d877f9e84c199c7ac7eb457cfd4f
Source dataset
uspto-grants-1983_01
Patent number
US04369328

Reaction notes

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