Methanol → 3-(Hydroxymethyl)-6-methoxy-2(1H)-quinolinone

HRID 483167Notes

Reaction equation

HRID 483167 reaction equation
C([O:4][CH2:5][C:6]1[C:7](=[O:16])[NH:8][C:9]2[C:14]([CH:15]=1)=[CH:13][CH:12]=[CH:11][CH:10]=2)(=O)C.[OH2:17].[CH3:18]O>[OH-].[Na+]>[OH:4][CH2:5][C:6]1[C:7](=[O:16])[NH:8][C:9]2[C:14]([CH:15]=1)=[CH:13][C:12]([O:17][CH3:18])=[CH:11][CH:10]=2

Participants

5

Reactant 3

HCID 887MethanolHCID 962WaterHCID 940702HCID 940702, compound

Product 1

HCID 8651203-(Hydroxymethyl)-6-methoxy-2(1H)-quinolinone

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

2 Grams of 3-acetoxymethylcarbostyril was dissolved in 30 ml of methanol containing 0.6 g of sodium hydroxide, then the mixture was refluxed for 3 hours. After removal of methanol by distillation, to the residue thus obtained was added water and the crystals precipitated were collected by filtration. Recrystallized from acetone to obtain 1.3 g of 3-hydroxymethyl-6-methoxycarbostyril in the form of light yellowish needle-like crystals.

Workup

  1. temperaturethe mixture was refluxed for 3 hours
  2. customAfter removal of methanol
  3. distillationby distillation
  4. customto the residue thus obtained
  5. customthe crystals precipitated
  6. filtrationwere collected by filtration
  7. customRecrystallized from acetone

Sources & evidence

ORD record
ord-b094b9c41ae5418d9ae01021a0a33aae
Source dataset
uspto-grants-1986_03
Patent number
US04578381

Reaction notes

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