Water → HCID 21162776, compound

HRID 894161Notes

Reaction equation

HRID 894161 reaction equation
[CH2:1]([CH:5]([CH:9]=[CH2:10])[C:6](=[O:8])[CH3:7])[CH2:2][CH2:3][CH3:4].ClC1C=CC=C(C(OO)=[O:19])C=1.O>ClCCl>[CH2:1]([CH:5]([CH:9]1[O:19][CH2:10]1)[C:6](=[O:8])[CH3:7])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 962WaterHCID 70297m-Chloroperbenzoic acidHCID 21162766HCID 21162766, compound

Product 1

HCID 21162776HCID 21162776, compoundYield 85.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-butyl-4-penten-2-one (14.0 g) in dichloromethane (100 ml) was added m-chloroperbenzoic acid (26.0 g) at 0° to 5° C., and the mixture was stirred at the same temperature for 1 hour and then at 20° C. for 12 hours. The reaction solution was then poured into water, followed by phase separation. The dichloromethane layer was washed with an aqueous sodium hydrogen carbonate solution and then with an aqueous sodium sulfite solution, followed by concentrating. The residue was distilled to obtain 13.3 g of 3-butyl-4,5-epoxy-pentan-2-one.

Workup

  1. waitat 20° C. for 12 hours
  2. customfollowed by phase separation
  3. washThe dichloromethane layer was washed with an aqueous sodium hydrogen carbonate solution
  4. concentrationby concentrating
  5. distillationThe residue was distilled

Sources & evidence

ORD record
ord-fe3aca864f5e4c85b56aa629bfe9dadd
Source dataset
uspto-grants-1981_08
Patent number
US04282372

Reaction notes

Loading…