1-Benzyl-4-piperidone → 1-Benzyl-4-(1-pyrrolidinyl)-1,2,3,6-tetrahydropyridine

HRID 1713117Notes

Reaction equation

HRID 1713117 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1>C1(C)C=CC=CC=1>[CH2:1]([N:8]1[CH2:13][CH:12]=[C:11]([N:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 192201-Benzyl-4-piperidoneHCID 31268Pyrrolidine

Product 1

HCID 117468121-Benzyl-4-(1-pyrrolidinyl)-1,2,3,6-tetrahydropyridine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 1-benzyl-4-piperidone (7.2 g, 39.64 mmol), and pyrrolidine (4.23 g, 59.5 mmol) in toluene (50 mL) is refluxed for 4 hr with a Dean-Stark trap to remove water. The mixture is cooled to rt and removal of solvent in vacuo provides the title compound as a light orange oil, which is used in the next step without further purification.

Workup

  1. temperatureis refluxed for 4 hr with a Dean-Stark trap
  2. customto remove water
  3. customremoval of solvent in vacuo

Sources & evidence

ORD record
ord-be3916b3255e4de69e525fa9f4d8317c
Source dataset
uspto-grants-2010_09
Patent number
US07795262B2

Reaction notes

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