Hydrochloric Acid → 1-Ethyl-2-hydroxymethyl-3-hydroxy-pyridin-4(1H)-one hydrochloride

HRID 1279411Notes

Reaction equation

HRID 1279411 reaction equation
[CH2:1]([N:3]1[CH:8]=[CH:7][C:6](=[O:9])[C:5]([O:10]CC2C=CC=CC=2)=[C:4]1[CH2:18][O:19]C)[CH3:2].CO.C(OCC)C.[ClH:28]>>[ClH:28].[CH2:1]([N:3]1[CH:8]=[CH:7][C:6](=[O:9])[C:5]([OH:10])=[C:4]1[CH2:18][OH:19])[CH3:2]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 186788071-Ethyl-2-methoxymethyl-3-benzyloxy-pyridin-4(1H)-oneHCID 21864698Diethyl ether methanol

Product 1

HCID 699564981-Ethyl-2-hydroxymethyl-3-hydroxy-pyridin-4(1H)-one hydrochlorideYield 73%

Procedure

2.0 g (7.33 mmol) 1-ethyl-2-methoxymethyl-3-benzyloxy-pyridin-4(1H)-one was dissolved in 50 ml of 4N hydrochloric acid and refluxed for 6 hours. Concentration to dryness in vacuo afforded the crude product. Recrystalissaion from methanol/diethyl ether gave the pure title compound (1.1 g, 73%) as a white crystalline solid. m.p. 168-169° C.

Workup

  1. temperaturerefluxed for 6 hours
  2. concentrationConcentration to dryness in vacuo
  3. customafforded the crude product

Sources & evidence

ORD record
ord-f4b1362737c449689c0428fe7acb1faf
Source dataset
uspto-grants-2002_09
Patent number
US06448273B1

Reaction notes

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