Acetone → 3-Piperidinopropiophenone hydrochloride

HRID 35011

Reaction equation

HRID 35011 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[ClH:10].[NH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.C=O.[CH3:19]C(C)=O>C(O)C>[ClH:10].[N:11]1([CH2:19][CH2:2][C:1]([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)=[O:3])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

6

Reactant 4

HCID 180AcetoneHCID 712FormaldehydeHCID 7410AcetophenoneHCID 2723721Piperidine, hydrochloride (1:1)

Product 1

HCID 701713-Piperidinopropiophenone hydrochlorideYield 75.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 120 g of acetophenone, 133 g of piperidine hydrochloride and 50 g of paraformaldehyde in 120 ml of ethanol was refluxed for 6 hours. The mixture was then allowed to stand for cooling to soldify. The resulting solid was crushed after addition of 400 ml of acetone, and then collected by filtration. The collected solid was washed successively with acetone and hexane and dried to obtain 191.6 g (yield: 75.4%) of the subject compound as a white scaly product.

Workup

  1. temperaturewas refluxed for 6 hours
  2. temperaturefor cooling
  3. customThe resulting solid was crushed
  4. filtrationcollected by filtration
  5. washThe collected solid was washed successively with acetone and hexane
  6. customdried

Sources & evidence

ORD record
ord-2a8bdce2894f4e98a5de81fcefcaeafc
Source dataset
uspto-grants-1988_08
Patent number
US04764617

Linked notes

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