Potassium Carbonate → 2-[(4-Fluorophenyl)methyl]oxirane

HRID 2051620Notes

Reaction equation

HRID 2051620 reaction equation
ClC1C=C(C(OO)=[O:9])C=CC=1.[F:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH:20]=[CH2:21])=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>ClCCl>[F:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH:20]2[CH2:21][O:9]2)=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 70297m-Chloroperbenzoic acidHCID 111477491-Allyl-4-fluorobenzene

Product 1

HCID 124071392-[(4-Fluorophenyl)methyl]oxiraneYield 98.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred mixture of 86 parts of 3-chlorobenzeneperoxoic acid and 650 parts of dichloromethane are added dropwise (slowly) 53 parts of 1-fluoro-4-(2-propenyl)benzene. Upon completion, stirring is continued overnight at room temperature. Then there are added dropwise 92 parts of a potassium carbonate solution and the layers are separated. The organic phase is washed with a sodium bisulfite solution, dried, filtered and evaporated, yielding 58.4 parts (98.5%) of 2-(4-fluorophenylmethyl)oxirane as an oily residue.

Workup

  1. customthe layers are separated
  2. washThe organic phase is washed with a sodium bisulfite solution
  3. customdried
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-665b3b5125044a568a7c0edd67b5e1fa
Source dataset
uspto-grants-1980_01
Patent number
US04181664

Reaction notes

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