m-Chloroperbenzoic acid → HCID 86734943, compound

HRID 259051Notes

Reaction equation

HRID 259051 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([O:8][CH2:9][CH2:10][CH:11]([CH:13]1[CH2:18][CH2:17][C:16]([CH3:19])=[CH:15][CH2:14]1)[CH3:12])=[O:7].ClC1C=CC=C(C(OO)=[O:28])C=1>C(Cl)Cl>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([O:8][CH2:9][CH2:10][CH:11]([CH:13]1[CH2:18][CH2:17][C:16]2([O:28][CH:15]2[CH2:14]1)[CH3:19])[CH3:12])=[O:7]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 85908957HCID 85908957, compound

Product 1

HCID 86734943HCID 86734943, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The procedure of Example 1 was followed for the epoxidation of 5.2g (0.02 mole) of furoic acid, 3-(4-methyl-3-cyclohexenyl)butyl ester using 4.2g (0.02 mole) of 85% m-chloroperbenzoic acid in 150 ml of methylene chloride. Obtained following distillation was 3.7g of pure furoic acid, 3-(3,4-epoxy-4-methylcyclohexyl)butyl ester as a clear, colorless liquid with a boiling point of 156°-161° C. (0.10mm). (See Table I).

Workup

  1. customObtained
  2. distillationdistillation

Sources & evidence

ORD record
ord-260e657073f343bf825b159bab4f1c0d
Source dataset
uspto-grants-1977_07
Patent number
US04036629

Reaction notes

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