1-(4-Fluorophenyl)-2-methylpropan-1-one → 2-(4-Fluorophenyl)-2-methoxy-3,3-dimethyloxirane

HRID 1885643Notes

Reaction equation

HRID 1885643 reaction equation
Br[C:2]([CH3:13])([CH3:12])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][CH:6]=1)=[O:4].FC1C=CC([C:21](=[O:25])C(C)C)=CC=1.C[O-].[Na+]>CO>[F:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2([O:25][CH3:21])[C:2]([CH3:13])([CH3:12])[O:4]2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 27828291-(4-Fluorophenyl)-2-methylpropan-1-oneHCID 10942334Sodium MethoxideHCID 131131752-Bromo-1-(4-fluorophenyl)-2-methylpropan-1-one

Product 1

HCID 131131762-(4-Fluorophenyl)-2-methoxy-3,3-dimethyloxirane

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

39.22 g (0.16 mol) of 2-bromo-1-(4-fluorophenyl)-2-methylpropan-1-one, prepared by brominating 1-(4-fluorophenyl)-2-methylpropan-1-one analogously to European Patent Application No. 3,002, are dissolved in 50 ml of methanol. 23.5 g (0.176 mol) of methanolic 30% strength sodium methylate solution are added dropwise at room temperature. The methanol is then distilled off, and the residue is taken up with diethyl ether. The salt is filtered off, and the ether solution is concentrated. The liquid crude product is further reacted as described hereinafter without further purification.

Workup

  1. distillationThe methanol is then distilled off
  2. filtrationThe salt is filtered off
  3. concentrationthe ether solution is concentrated
  4. customThe liquid crude product is further reacted
  5. customas described hereinafter without further purification

Sources & evidence

ORD record
ord-dea85c8368e04a3b9f2ceb032cede994
Source dataset
uspto-grants-1992_09
Patent number
US05145885

Reaction notes

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