Piperidine → Methyl 3-piperidinovalerate

HRID 414361Notes

Reaction equation

HRID 414361 reaction equation
[C:1]([O:7][CH3:8])(=[O:6])/[CH:2]=[CH:3]/[CH2:4][CH3:5].[NH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1>>[N:9]1([CH:3]([CH2:4][CH3:5])[CH2:2][C:1]([O:7][CH3:8])=[O:6])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

3

Reactant 2

HCID 8082PiperidineHCID 5364718Methyl 2-pentenoate

Product 1

HCID 14178339Methyl 3-piperidinovalerate

Conditions

Temperature
65 °C

Procedure

A mixture of 500 g of methyl 2-trans-pentenoate and 372 g of piperidine was heated at 65° C. for 17 hours and then at 100° C. for 24 hours. After distillation over a Vigreux column, 562 g (64% of theory) of methyl 3 -piperidinovalerate of boiling point 64° C./2 mbar, nD20 =1.4592, were obtained.

Workup

  1. distillationAfter distillation over a Vigreux column, 562 g (64% of theory) of methyl 3 -piperidinovalerate of boiling point 64° C./2 mbar
  2. customnD20 =1.4592, were obtained

Sources & evidence

ORD record
ord-8dd5369b1df347b7a55961ccede03f61
Source dataset
uspto-grants-1988_12
Patent number
US04791220

Reaction notes

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