1-Propanone, 2-chloro-1-(4-chlorophenyl)-2-methyl- → 2-(4-Chlorophenyl)-3,3-dimethyl-2-methoxyoxirane

HRID 1380599Notes

Reaction equation

HRID 1380599 reaction equation
[CH3:1][O-:2].[Na+].Cl[C:5]([CH3:16])([CH3:15])[C:6]([C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1)=[O:7]>CO>[Cl:14][C:11]1[CH:12]=[CH:13][C:8]([C:6]2([O:2][CH3:1])[C:5]([CH3:16])([CH3:15])[O:7]2)=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 5873561-Propanone, 2-chloro-1-(4-chlorophenyl)-2-methyl-HCID 10942334Sodium Methoxide

Product 1

HCID 122808342-(4-Chlorophenyl)-3,3-dimethyl-2-methoxyoxirane

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

57.0 g (1.056 mols) of sodium methylate are dissolved in 360 ml of methanol, and 208.4 g (0.96 mol) of 2-chloro-1-(4-chlorophenyl)-2-methylpropan-1-one are added dropwise to this solution at reflux temperature. The methanol is then removed by distillation. The residue is poured into ice water and the mixture is extracted with diethyl ether. The ether solution is washed with water, dried over Na2SO4 and concentrated. The resulting oil is purified by vacuum distillation.

Workup

  1. temperatureat reflux temperature
  2. customThe methanol is then removed by distillation
  3. additionThe residue is poured into ice water
  4. extractionthe mixture is extracted with diethyl ether
  5. washThe ether solution is washed with water
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated
  8. distillationThe resulting oil is purified by vacuum distillation

Sources & evidence

ORD record
ord-5175ec569d2c4e839f19fd51131cb333
Source dataset
uspto-grants-1986_04
Patent number
US04582862

Reaction notes

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