m-Chloroperbenzoic acid → 86088-36-0

HRID 845482Notes

Reaction equation

HRID 845482 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.ClC1C=CC=C(C(OO)=[O:20])C=1>ClCCl>[C:1]1([CH2:7][CH2:8][CH2:9][CH:10]2[CH2:11][O:20]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 5178925-Phenyl-1-pentene

Product 1

HCID 1085579586088-36-0

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5-Phenylpent-1-ene (14.2 g, 0.0973 mol) and m-chloroperbenzoic acid (16.79 g, 0.0973 mol) in dichloromethane (300 ml) was stirred at room temperature for 4 hours. The solution was washed with saturated aqueous sodium hydrogen carbonate solution and dried (MgSO4). The solvent was evaporated off under reduced pressure to give an oil which was distilled to give 2-(3-phenylpropyl)oxirane (b.p. 85° C., 0.4 mm.Hg).

Workup

  1. washThe solution was washed with saturated aqueous sodium hydrogen carbonate solution
  2. dry with materialdried (MgSO4)
  3. customThe solvent was evaporated off under reduced pressure
  4. customto give an oil which
  5. distillationwas distilled

Sources & evidence

ORD record
ord-856ecebd459747f7a1f60cfa605108ea
Source dataset
uspto-grants-1988_07
Patent number
US04758573

Reaction notes

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