Benzaldehyde → 4-Piperidinone, 3,5-bis(phenylmethylene)-, hydrochloride

HRID 1579210Notes

Reaction equation

HRID 1579210 reaction equation
C([N:4]1[CH2:9][CH2:8][C:7](=[O:10])[CH2:6][CH2:5]1)(=O)C.[CH:11](=O)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[ClH:19]>C(O)C>[ClH:19].[C:12]1([CH:11]=[C:8]2[C:7](=[O:10])[C:6](=[CH:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH2:5][NH:4][CH2:9]2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 313Hydrochloric AcidHCID 122563N-Acetyl-4-piperidone

Product 1

HCID 3557494-Piperidinone, 3,5-bis(phenylmethylene)-, hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

14 g (0.1 mole) of N-acetyl-4-piperidone and 32 g (0.3 mole) of benzaldehyde in 150 ml of ethanol are cooled to 15° and treated dropwise with 33 ml of concentrated HCl, refluxed for 6 hours, and stored overnight at room temperature. The light yellow solid is filtered, washed with ethanol, then with ether and air-dried, weight 26 g (83%), mp. 273°-275°(dec.).

Workup

  1. temperaturerefluxed for 6 hours
  2. filtrationThe light yellow solid is filtered
  3. washwashed with ethanol
  4. dry with materialwith ether and air-dried

Sources & evidence

ORD record
ord-c42065d5918a4cac91f27c7df694c124
Source dataset
uspto-grants-1976_01
Patent number
US03931169

Reaction notes

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