2-Acetylpyridine → HCID 69677199, compound

HRID 1835870Notes

Reaction equation

HRID 1835870 reaction equation
[OH-].[Na+].[CH3:3][O:4][C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([O:13][CH3:14])[CH:12]=1)[CH:8]=O.[C:15]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1)(=[O:17])[CH3:16]>O.CO>[CH3:3][O:4][C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([O:13][CH3:14])[CH:12]=1)[CH:8]=[C:23]1[CH:22]=[CH:21][CH:20]=[N:19][CH:18]1[C:15](=[O:17])[CH3:16]

Participants

6

Reactant 3

HCID 142862-AcetylpyridineHCID 14798Sodium HydroxideHCID 817473,5-Dimethoxybenzaldehyde

Product 1

HCID 69677199HCID 69677199, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

To a well stirred solution of NaOH (12 g, 0.3 mmole) in H2O (125 ml) and methanol (250 ml) at 0° C. was added 3,5-dimethoxy benzaldehyde (19 g, 0.11 mmole) followed by a solution of 2-acetylpyridine (14.4 g, 0.12 mmole) in MeOH. The reaction was stirred at 0° C. for 1 hour and at room temperature for 16 hours. The precipitate was filtered and recrystallized from MeOH (Yield: 18 mg, 57%). The preparation scheme is shown below:

Workup

  1. filtrationThe precipitate was filtered
  2. customrecrystallized from MeOH (Yield: 18 mg, 57%)
  3. customThe preparation scheme

Sources & evidence

ORD record
ord-08dfa7ab16c243c1be13c7d91a2ab152
Source dataset
uspto-grants-2004_08
Patent number
US06774082B2

Reaction notes

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