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

HRID 1885650Notes

Reaction equation

HRID 1885650 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-8565dac0cd8148fa90b713f6184f8691
Source dataset
uspto-grants-1992_09
Patent number
US05145885

Reaction notes

Loading…