Methyl formate → N-formyl-4-(3-azidopropyl)-piperidine

Reaction equation

[N:1]([CH2:4][CH2:5][CH2:6][CH:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1)=[N+:2]=[N-:3].[CH:13](OC)=[O:14]>>[CH:13]([N:10]1[CH2:9][CH2:8][CH:7]([CH2:6][CH2:5][CH2:4][N:1]=[N+:2]=[N-:3])[CH2:12][CH2:11]1)=[O:14]

Participants

Reactant 2

HCID 7865Methyl formate

HCID 135032204-(3'-Azidopropyl)-piperidine

Product 1

HCID 13503223N-formyl-4-(3-azidopropyl)-piperidine

Procedure

A solution of 4-(3'-azidopropyl)-piperidine (1.5 g) in methyl formate (5 ml) was refluxed for 1 hour. Evaporation to dryness gave the desired compound as an oil. The IR-spectrum (CHCl3) showed strong bands at 2100, 1660, 1440 and 1270 cm-1.

Workup

customEvaporation to dryness

Sources & evidence

ORD record: ord-78226627656b46d0aa0bbec9bf151a48
Source dataset: uspto-grants-1982_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04345071

Reaction notes

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