Piperidine → Piperidine, 1-(1-cyclopenten-1-yl)-

HRID 1642040Notes

Reaction equation

HRID 1642040 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:7]1(=O)[CH2:11][CH2:10][CH2:9][CH2:8]1>C1C=CC=CC=1>[C:7]1([N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[CH2:11][CH2:10][CH2:9][CH:8]=1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 8452Cyclopentanone

Product 1

HCID 137114Piperidine, 1-(1-cyclopenten-1-yl)-

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
80 °C

Procedure

Piperidine (4.0 g, 46.9 8 mmol) was added to a solution of cyclopentanone Compound 1a (4.0 g, 46.50 mmol) in benzene (100 mL) at ambient temperature under a N2 atmosphere. The mixture was refluxed at 80° C. for 5 hrs using a Dean Stark apparatus, then concentrated to dryness to provide 1-cyclopent-1-enyl-piperidine Compound 1b (7.0 g) as a crude oil which was used in the next step without further purification.

Workup

  1. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-f0eb7fbd049a4d46ab034025e7f80f8d
Source dataset
uspto-grants-2012_02
Patent number
US08119621B2

Reaction notes

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