2-Chloroethanol → 2-(Pyridin-3-yloxy)ethan-1-ol

HRID 1613352Notes

Reaction equation

HRID 1613352 reaction equation
[OH:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.Cl[CH2:9][CH2:10][OH:11].C(=O)([O-])[O-].[K+].[K+].CO>CC(=O)CC.C(Cl)Cl>[N:4]1[CH:5]=[CH:6][CH:7]=[C:2]([O:1][CH2:9][CH2:10][OH:11])[CH:3]=1

Participants

7

Reactant 4

HCID 342-ChloroethanolHCID 887MethanolHCID 79713-HydroxypyridineHCID 11430Potassium Carbonate

Product 1

HCID 219089972-(Pyridin-3-yloxy)ethan-1-olYield 23.5%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6569Methyl Ethyl KetoneSolvent

Procedure

This compound was prepared according to the procedure in Preparation 17. Thus, reacting 14 g (0.15 mole) of 3-hydroxypyridine with 27 ml (0.4 mole) of 2-chlorethanol and 85 g of potassium carbonate in 150 ml of 2-butanone at reflux temperature gave 4.9 g of the title compound after column chromatography (5% methanol in methylene chloride on silica gel).

Workup

  1. customThis compound was prepared
  2. customaccording to the procedure in Preparation 17
  3. temperatureat reflux temperature

Sources & evidence

ORD record
ord-be0cf0e3393b431cb3c842c8f00b0523
Source dataset
uspto-grants-1993_03
Patent number
US05192785

Reaction notes

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