Ethyl Acrylate → Ethyl 3-[4-(4-benzyl-piperazin-1-yl)-piperidin-1-yl]-propionate

HRID 2106500Notes

Reaction equation

HRID 2106500 reaction equation
[C:1]([O:5][CH2:6][CH3:7])(=[O:4])[CH:2]=[CH2:3].[CH2:8]([N:15]1[CH2:20][CH2:19][N:18]([CH:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)[CH2:17][CH2:16]1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>CCO>[CH2:8]([N:15]1[CH2:16][CH2:17][N:18]([CH:21]2[CH2:26][CH2:25][N:24]([CH2:3][CH2:2][C:1]([O:5][CH2:6][CH3:7])=[O:4])[CH2:23][CH2:22]2)[CH2:19][CH2:20]1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 8821Ethyl AcrylateHCID 36792751-Benzyl-4-piperidin-4-yl-piperazine

Product 1

HCID 67272979Ethyl 3-[4-(4-benzyl-piperazin-1-yl)-piperidin-1-yl]-propionate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.5 mL (50.8 mmol) ethyl acrylate were added to a solution of 11.7 g (44.9 mmol) 1-benzyl-4-piperidin-4-yl-piperazine in 120 mL dry EtOH and the reaction mixture was refluxed for 1 h and then stirred overnight at RT. The solvent was eliminated i. vac. and the residue was dried for 1 h under an oil pump vacuum. The crude product was reacted further without purification.

Workup

  1. temperaturethe reaction mixture was refluxed for 1 h
  2. customand the residue was dried for 1 h under an oil pump vacuum
  3. customThe crude product was reacted further without purification

Sources & evidence

ORD record
ord-47c97fdc05ec44ca9bccce469afefe75
Source dataset
uspto-grants-2009_08
Patent number
US07579341B2

Reaction notes

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