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

HRID 2083189Notes

Reaction equation

HRID 2083189 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

A mixture of 14 g. (0.1 mole) of N-acetyl-4-piperidinone and 32 g. (0.3 mole) of benzaldehyde in 150 ml. of ethanol containing 33 ml. of conc. HCl is refluxed for 6 hours and then kept overnight at room temperature. The light yellow solid is filtered, washed with ethanol, washed with ether, and air-dried to yield 26 g. of product; m.p. 273°-275° (dec.).

Workup

  1. additionA mixture of 14 g
  2. filtrationThe light yellow solid is filtered
  3. washwashed with ethanol
  4. washwashed with ether
  5. customair-dried
  6. customto yield 26 g

Sources & evidence

ORD record
ord-2acf33d8cbda49658623bf6c4d2bb6e2
Source dataset
uspto-grants-1978_04
Patent number
US04085102

Reaction notes

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