1-Ethyl-2-methoxymethyl-3-benzyloxy-6-methyl-pyridin-4(1H)-one hydrochloride → 1-Ethyl-2-hydroxymethyl-3-hydroxy-6-methyl-pyridin-4(1H)-one hydrochloride

HRID 1249799Notes

Reaction equation

HRID 1249799 reaction equation
[ClH:1].[CH2:2]([N:4]1[C:9]([CH3:10])=[CH:8][C:7](=[O:11])[C:6]([O:12]CC2C=CC=CC=2)=[C:5]1[CH2:20][O:21]C)[CH3:3]>Cl>[ClH:1].[CH2:2]([N:4]1[C:9]([CH3:10])=[CH:8][C:7](=[O:11])[C:6]([OH:12])=[C:5]1[CH2:20][OH:21])[CH3:3]

Participants

3

Reactant 1

HCID 186787941-Ethyl-2-methoxymethyl-3-benzyloxy-6-methyl-pyridin-4(1H)-one hydrochloride

Product 1

HCID 699550901-Ethyl-2-hydroxymethyl-3-hydroxy-6-methyl-pyridin-4(1H)-one hydrochlorideYield 80%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

1.3 g (4 mmol) 1-ethyl-2-methoxymethyl-3-benzyloxy-6-methyl-pyridin-4(1H)-one hydrochloride was added to 40 ml of 4N hydrochloric acid and refluxed for 6 hours. Concentration to dryness in vacuo afforded the crude product. Recrystallisation from methanol/diethyl ether gave the pure title compound (0.7 g, 80%) as a yellow crystalline solid. m.p. 160-162° C.

Workup

  1. temperaturerefluxed for 6 hours
  2. concentrationConcentration to dryness in vacuo
  3. customafforded the crude product
  4. customRecrystallisation from methanol/diethyl ether

Sources & evidence

ORD record
ord-842db03ad6ce4ca280efac8c89a10b1b
Source dataset
uspto-grants-2002_01
Patent number
US06335353B1

Reaction notes

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