Piperidine → 1-Acetyl-4-(4-piperidinobenzoylmethyl)piperidine

HRID 1645868Notes

Reaction equation

HRID 1645868 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][C:11](=[O:19])[C:12]2[CH:17]=[CH:16][C:15](F)=[CH:14][CH:13]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[NH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1>C(=O)([O-])O.[Na+]>[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][C:11](=[O:19])[C:12]2[CH:17]=[CH:16][C:15]([N:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)=[CH:14][CH:13]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 100841181-Acetyl-4-(4-fluorobenzoylmethyl)piperidine

Product 1

HCID 193909281-Acetyl-4-(4-piperidinobenzoylmethyl)piperidine

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Conditions

Temperature
100 °C

Procedure

A mixture consisting of 1.84 g of 1-acetyl-4-(4-fluorobenzoylmethyl)piperidine and 5 ml of piperidine was stirred under heating at 100° C. for 20 hours. After completion of the reaction, the reaction mixture was diluted with a saturated aqueous solution of sodium hydrogen carbonate and extracted with ethyl acetate. After drying, the solvent was ditilled off and the oily residue was purified by silica gel column chromatography (eluent: ehtyl acetate) to give 2.2 g of a pale yellow oil.

Workup

  1. customAfter completion of the reaction
  2. extractionextracted with ethyl acetate
  3. customAfter drying
  4. customthe oily residue was purified by silica gel column chromatography (eluent: ehtyl acetate)

Sources & evidence

ORD record
ord-0841e85268024aef8b0587b4860f66f6
Source dataset
uspto-grants-1993_01
Patent number
US05177087

Reaction notes

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