Methanol → HCID 18619159, compound

HRID 1862286Notes

Reaction equation

HRID 1862286 reaction equation
C([O:4][C:5]1[C:6]([O:12][CH2:13][C:14]([O:16][CH3:17])=[O:15])=[N:7][C:8]([Cl:11])=[CH:9][CH:10]=1)(=O)C.C(=O)([O-])[O-].[K+].[K+].CO>O>[Cl:11][C:8]1[N:7]=[C:6]([O:12][CH2:13][C:14]([O:16][CH3:17])=[O:15])[C:5]([OH:4])=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 18619247HCID 18619247, compound

Product 1

HCID 18619159HCID 18619159, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-acetoxy-6-chloro-2-(methoxycarbonyl)methoxypyridine, potassium carbonate and methanol is stirred for 3 hours at room temperature. The reaction solution is poured into water, and extracted with ethyl acetate. The organic layer is dried over anhydrous magnesium sulfate, and concentrated. The residue is subjected to silica gel column chromatography to obtain 6-chloro-3-hydroxy-2-(methoxycarbonyl)methoxypyridine.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer is dried over anhydrous magnesium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-bd353c10a3e44ccb97a68afc0f68a52d
Source dataset
uspto-grants-2003_03
Patent number
US06537948B1

Reaction notes

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