Benzaldehyde → HCID 54475955, compound

HRID 1973898Notes

Reaction equation

HRID 1973898 reaction equation
[CH2:1]([O:4][C:5]1[C:10]([CH2:11][CH2:12][CH2:13][CH3:14])=[CH:9][N:8]=[C:7]([CH3:15])[CH:6]=1)[CH2:2][CH3:3].C(OC(=O)C)(=O)C.[CH:23](=O)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[CH:15]([C:7]1[CH:6]=[C:5]([O:4][CH2:1][CH2:2][CH3:3])[C:10]([CH2:11][CH2:12][CH2:13][CH3:14])=[CH:9][N:8]=1)=[CH:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

4

Reactant 3

HCID 240BenzaldehydeHCID 7918Acetic AnhydrideHCID 21490921HCID 21490921, compound

Product 1

HCID 54475955HCID 54475955, compound

Procedure

22.6 g of 4-n-propoxy-5-n-butyl-2-picoline and 60 ml of benzaldehyde are heated with 66 ml of acetic anhydride for 16 hours under reflux. After cooling, the mixture is evaporated, 2 N sodium hydroxide solution is added and the whole is extracted with ether. Distillation of the ether residue in a bulb tube at a temperatre of 160°-180° in a high vacuum yields 2-styryl-4-n-propoxy-5-n-butyl-pyridine.

Workup

  1. temperatureunder reflux
  2. temperatureAfter cooling
  3. customthe mixture is evaporated
  4. addition2 N sodium hydroxide solution is added
  5. extractionthe whole is extracted with ether
  6. distillationDistillation of the ether residue in a bulb tube at a temperatre of 160°-180° in a high vacuum

Sources & evidence

ORD record
ord-e5a02c632f7b4fd48bcd0839706ef27a
Source dataset
uspto-grants-1976_12
Patent number
US03998955

Reaction notes

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