Epichlorohydrin → 2-Methoxy-3-(2-oxiranylmethoxy)pyridine

HRID 444443Notes

Reaction equation

HRID 444443 reaction equation
[OH:1][C:2]1[C:3]([O:8][CH3:9])=[N:4][CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:16]([CH:18]1[O:20][CH2:19]1)Cl>C(#N)C>[O:20]1[CH2:19][CH:18]1[CH2:16][O:1][C:2]1[C:3]([O:8][CH3:9])=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 7835EpichlorohydrinHCID 11430Potassium CarbonateHCID 7470092-Methoxypyridin-3-ol

Product 1

HCID 234638112-Methoxy-3-(2-oxiranylmethoxy)pyridine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 15.4 g of 3-hydroxy-2-methoxy-pyridine, 16 g of potassium carbonate, 25 ml of epichlorohydrin and 150 ml of acetonitrile is refluxed for 7 hours. Cooling and filtering the mixture and evaporating the filtrate yields crude 3-(2,3-epoxy-propoxy)-2-methoxypyridine, which is used without further purification.

Workup

  1. temperatureis refluxed for 7 hours
  2. temperatureCooling
  3. filtrationfiltering the mixture
  4. customevaporating the filtrate

Sources & evidence

ORD record
ord-c074cd0e119b4961924d77d029f4aa8f
Source dataset
uspto-grants-1981_04
Patent number
US04264599

Reaction notes

Loading…