Peracetic Acid → (6-Methyl-7-oxabicyclo[4.1.0]hept-3-yl)methanol

HRID 872426

Reaction equation

HRID 872426 reaction equation
[CH3:1][C:2]1[CH2:7][CH2:6][CH:5]([CH2:8][OH:9])[CH2:4][CH:3]=1.C(OO)(=[O:12])C>C(OCC)(=O)C>[CH3:1][C:2]12[O:12][CH:7]1[CH2:6][CH:5]([CH2:8][OH:9])[CH2:4][CH2:3]2

Participants

4

Reactant 2

HCID 6585Peracetic AcidHCID 5646723-Cyclohexene-1-methanol, 4-methyl-

Product 1

HCID 86623394(6-Methyl-7-oxabicyclo[4.1.0]hept-3-yl)methanolYield 95%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Epoxidation of 12.6 g (0.1 mol) of (4-methylcyclohex-3-enyl)methanol was performed with a 5 percent by weight solution of peroxyacetic acid in ethyl acetate at 65° C. The epoxidized product was purified by distillation and thereby yielded 12 g of (6-methyl-7-oxabicyclo[4.1.0]hept-3-yl)methanol with a purity of 98%.

Workup

  1. distillationThe epoxidized product was purified by distillation

Sources & evidence

ORD record
ord-31a9f14e942a47a2a60663b414812bce
Source dataset
uspto-grants-2015_03
Patent number
US08975349B2

Linked notes

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