Sodium Methoxide → 3,3-Dimethyl-2-methoxy-2-(4-piperidinophenyl)-oxirane

HRID 981755Notes

Reaction equation

HRID 981755 reaction equation
Br[C:2]([CH3:18])([CH3:17])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[CH:7][CH:6]=1)=[O:4].[CH3:19][O-:20].[Na+]>CO>[CH3:17][C:2]1([CH3:18])[O:4][C:3]1([O:20][CH3:19])[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 198795192-Bromo-2-methyl-1-(4-piperidinophenyl)-propan-1-one

Product 1

HCID 198794483,3-Dimethyl-2-methoxy-2-(4-piperidinophenyl)-oxirane

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

12.0 g (38.7 mmol) of 2-bromo-2-methyl-1-(4-piperidinophenyl)-propan-1-one are dissolved in 20 ml of methanol, and 7.0 g (46.4 mmol) of methanolic 30% strength sodium methylate solution are then added dropwise at room temperature. The methanol is then distilled off under reduced pressure. The residue is taken up in toluene, and the precipitated salt is filtered off. The solution is concentrated in vacuo. The brown residue, which is a slowly crystallising liquid, is directly further reacted.

Workup

  1. distillationThe methanol is then distilled off under reduced pressure
  2. filtrationthe precipitated salt is filtered off
  3. concentrationThe solution is concentrated in vacuo
  4. customa slowly crystallising liquid

Sources & evidence

ORD record
ord-90203538269948f387bb4e179d3eab97
Source dataset
uspto-grants-1991_02
Patent number
US04992547

Reaction notes

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