Potassium Hydroxide → HCID 98126, compound

HRID 1818913Notes

Reaction equation

HRID 1818913 reaction equation
O[CH:2]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:3][C:4]1[C:9]([C:10]#[N:11])=[CH:8][N:7]=[CH:6][CH:5]=1.[OH-:18].[K+]>O>[CH:3]([C:4]1[C:9]([C:10]([NH2:11])=[O:18])=[CH:8][N:7]=[CH:6][CH:5]=1)=[CH:2][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 21825613HCID 21825613, compound

Product 1

HCID 98126HCID 98126, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4(2-hydroxy-2-phenyl-ethyl)-nicotinonitrile (2.0 g, 8.92 mmol) was dissolved in KOH (1M solution in MeOH, 36 mL, 35.67 mmol) and then stirred at room temperature for about 4 hours under the nitrogen atmosphere. The mixture was added with 100 mL of distilled water and extracted twice with 150 mL of methylene chloride. The resulting organic layer was dried with anhydrous sodium sulfate, filetered, and then concentrated. A silica gel column chromatography (10% MeOH/MC) was performed on the resulting residue and obtained 1.66 g (83%) of 4-styryl-nicotinamide in white solid.

Workup

  1. extractionextracted twice with 150 mL of methylene chloride
  2. dry with materialThe resulting organic layer was dried with anhydrous sodium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-bd2ce43b11e54fc8a690e6af4bc5407a
Source dataset
uspto-grants-2009_10
Patent number
US07601736B2

Reaction notes

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