Benzaldehyde → HCID 54475955, compound

HRID 1973900Notes

Reaction equation

HRID 1973900 reaction equation
[CH2:1]([O:3][C:4]1[C:9]([CH2:10][CH2:11][CH2:12][CH3:13])=[CH:8][N:7]=[C:6]([CH3:14])[CH:5]=1)[CH3:2].[CH:15](=O)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[C:23](OC(=O)C)(=O)C>>[CH:14]([C:6]1[CH:5]=[C:4]([O:3][CH2:1][CH2:2][CH3:23])[C:9]([CH2:10][CH2:11][CH2:12][CH3:13])=[CH:8][N:7]=1)=[CH:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 3

HCID 240BenzaldehydeHCID 7918Acetic AnhydrideHCID 21490918HCID 21490918, compound

Product 1

HCID 54475955HCID 54475955, compound

Procedure

55 g of 4-ethoxy-5-n-butyl-2-picoline and 165 ml of benzaldehyde in 181 ml of acetic anhydride are heated for 16 hours under reflux. After cooling, the mixture is evaporated, and the residue is treated with 2 N sodium hydroxide solution and extracted with ether. Distillation of the ether residue in a bulb tube at a temperature 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. additionthe residue is treated with 2 N sodium hydroxide solution
  5. extractionextracted with ether
  6. distillationDistillation of the ether residue in a bulb tube at a temperature of 160°-180° in a high vacuum

Sources & evidence

ORD record
ord-966496c354de451cb0080a7d50910dad
Source dataset
uspto-grants-1976_12
Patent number
US03998955

Reaction notes

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