Sodium Hydroxide → HCID 57815401, compound

HRID 385585Notes

Reaction equation

HRID 385585 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-b1b19732a71142379121903a9311df52
Source dataset
uspto-grants-2013_02
Patent number
US08367831B2

Reaction notes

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