Maleic Anhydride → 1-(2,2,6-Trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl)ethan-1-one

HRID 1164414Notes

Reaction equation

HRID 1164414 reaction equation
[CH3:1][C:2]([C:4]1[C:9]([CH3:11])([CH3:10])[CH2:8][CH2:7][CH2:6][C:5]=1[CH3:12])=[O:3].C1(=O)OC(=[O:17])C=C1.[H][H]>>[CH3:1][C:2]([C:4]12[O:17][C:5]1([CH3:12])[CH2:6][CH2:7][CH2:8][C:9]2([CH3:11])[CH3:10])=[O:3]

Participants

4

Reactant 3

HCID 7923Maleic AnhydrideHCID 5393161-(2,6,6-Trimethyl-1-cyclohexen-1-yl)ethanoneHCID 178418361HCID 178418361, compound

Product 1

HCID 205124841-(2,2,6-Trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl)ethan-1-oneYield 95%

Procedure

8.3 g (0.05 M) of 2,6,6-trimethyl-cyclohex-1-enyl methyl ketone have been treated with maleic anhydride and hydrogen peroxyde according to Example 1, to give, after extraction and purification as described above, 8.5 g (yield 95%) of the desired product, b.p. 85°/6 Torr:

Workup

  1. customto give
  2. extractionafter extraction and purification

Sources & evidence

ORD record
ord-352ef4e863be456c960f8bf1c553c7d7
Source dataset
uspto-grants-1983_01
Patent number
US04369328

Reaction notes

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