Sodium Hydroxide → HCID 57815401, compound

HRID 1510706Notes

Reaction equation

HRID 1510706 reaction equation
C([O:4][CH2:5][C:6]1[CH:11]=[C:10]([CH3:12])[C:9]([O:13][CH3:14])=[CH:8][N:7]=1)(=O)C.[OH-].[Na+]>CO>[CH3:14][O:13][C:9]1[C:10]([CH3:12])=[CH:11][C:6]([CH2:5][OH:4])=[N:7][CH:8]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57815358HCID 57815358, compound

Product 1

HCID 57815401HCID 57815401, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 0.21 g of (5-methoxy-4-methylpyridin-2-yl)methyl acetate in 2 mL of methanol, 0.64 mL of a 20% aqueous sodium hydroxide solution was added, and the mixture was stirred at room temperature for 1 hour. The solvent was distilled off under reduced pressure, water and ethyl acetate were added to the resultant residue, the organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layer and the extract were combined, the resultant solution was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain 0.16 g of (5-methoxy-4-methylpyridin-2-yl)methanol as a white solid.

Workup

  1. distillationThe solvent was distilled off under reduced pressure, water and ethyl acetate
  2. additionwere added to the resultant residue
  3. customthe organic layer was separated
  4. extractionthe aqueous layer was extracted with ethyl acetate
  5. dry with materialthe resultant solution was dried over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-ba1f63eaccb24854b031c469a55ab32a
Source dataset
uspto-grants-2012_07
Patent number
US08211908B2

Reaction notes

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