Piperidine → Methyl 3-piperidinovalerate

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

Reactant 2

HCID 8082Piperidine

HCID 5364718Methyl 2-pentenoate

Product 1

HCID 14178339Methyl 3-piperidinovalerateYield 64.5%

Conditions

Temperature: 100 °C

Procedure

A mixture of 500 g of methyl 2-trans-pentenoate and 372 g of piperidine was heated at 100° C. for 24 hours. 562 g (64% of theory) of methyl 3-piperidinovalerate of boiling point 75°-77° C./2 mbar were obtained by fractional distillation.

Sources & evidence

ORD record: ord-1785ac3550ef49e892064cbec520e176
Source dataset: uspto-grants-1989_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04845269

Reaction notes

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