Benzaldehyde → 1-(4-Cinnamoylphenyl)-4-(4-pyridyl)piperazine

HRID 427455Notes

Reaction equation

HRID 427455 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[CH:22](=O)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>[OH-].[Na+].C(O)C>[C:1]([C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:11][CH2:12][N:13]([C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)[CH2:14][CH2:15]2)=[CH:8][CH:9]=1)(=[O:3])[CH:2]=[CH:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

5

Reactant 2

HCID 240BenzaldehydeHCID 183571351-(4-Acetylphenyl)-4-(4-pyridyl)piperazine

Product 1

HCID 536791701-(4-Cinnamoylphenyl)-4-(4-pyridyl)piperazineYield 50.3%

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideCatalystHCID 702EthanolSolvent

Procedure

A solution of 1-(4-acetylphenyl)-4-(4-pyridyl)piperazine (1.0 g), benzaldehyde (177 mg) and concentrated sodium hydroxide (3 drops) in ethanol (25 ml) was stirred at ambient temperature overnight to give a solid which was filtered, washed with ethanol and dried to give 1-(4-cinnamoylphenyl)-4-(4-pyridyl)piperazine (310 mg), m.p. 208-210° C.

Workup

  1. customto give a solid which
  2. filtrationwas filtered
  3. washwashed with ethanol
  4. customdried

Sources & evidence

ORD record
ord-0eaeb2ce37d845478c23552ddb4c4c49
Source dataset
uspto-grants-2001_11
Patent number
US06313127B1

Reaction notes

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