Ethanol → 2-Methoxy-α-2-thienyl-3-pyridinemethanol

HRID 1359307Notes

Reaction equation

HRID 1359307 reaction equation
[BH4-].[Na+].[CH3:3][O:4][C:5]1[C:10]([C:11]([C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)=[O:12])=[CH:9][CH:8]=[CH:7][N:6]=1.C(O)C>O>[CH3:3][O:4][C:5]1[C:10]([CH:11]([C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)[OH:12])=[CH:9][CH:8]=[CH:7][N:6]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 4311764Sodium borohydrideHCID 18182209HCID 18182209, compound

Product 1

HCID 181824832-Methoxy-α-2-thienyl-3-pyridinemethanolYield 99.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

303 mg of sodium borohydride was added little by little to a solution containing 1.46 g of 2-methoxy-3-(2-thienylcarbonyl)pyridine and 10 ml of ethanol under ice-cooling. After stirring at room temperature for 2 hours, water was slowly added thereto and the mixture was extracted with ethyl acetate. The organic phase was washed with brine and the solvent was removed, to give 1.47 g of the target compound.

Workup

  1. temperaturecooling
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic phase was washed with brine
  4. customthe solvent was removed

Sources & evidence

ORD record
ord-cea2339f1f9f4f3696af161685ce6027
Source dataset
uspto-grants-2003_07
Patent number
US06599917B1

Reaction notes

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