2-Acetylpyridine → 2-[3-(4-methoxyphenyl)-1-oxoprop-2-enyl]pyridine

HRID 2222997Notes

Reaction equation

HRID 2222997 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N:5]=1)(=[O:3])[CH3:2].[CH3:10][O:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=1.[OH-].[Na+]>CO>[CH3:10][O:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=[CH:2][C:1]([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][N:5]=2)=[O:3])=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 142862-AcetylpyridineHCID 14798Sodium HydroxideHCID 312444-Methoxybenzaldehyde

Product 1

HCID 4663262-[3-(4-methoxyphenyl)-1-oxoprop-2-enyl]pyridine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

7.4 g 2-acetylpyridine is added to a solution of 8.3 g 4-methoxybenzaldehyde in 100 ml methanol at 0° C. 100 ml of a 2 N sodium hydroxide solution is added with strong agitation. After 14 hours of agitation at room temperature, the yellow precipitate is filtered off, washed with 10 ml methanol and washed three times with 50 ml water, and dried in a vacuum.

Workup

  1. filtrationthe yellow precipitate is filtered off
  2. washwashed with 10 ml methanol
  3. washwashed three times with 50 ml water
  4. customdried in a vacuum

Sources & evidence

ORD record
ord-498214dc6ad644a6b5999b9d037d9420
Source dataset
uspto-grants-2008_05
Patent number
US07374583B2

Reaction notes

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