N-Formylpiperidine

Description

This simple piperidine base has recently been discovered in the oxygenated fraction from Piper nigrum. The structure has been elucidated from chemical and spectroscopic data.

Chemical properties

CLEAR COLOURLESS TO SLIGHTLY YELLOW LIQUID

The Uses of N-Formylpiperidine

Solvent for polar and nonpolar compounds, as well as many high polymers; gas absorption; plastics modifiers.

The Uses of N-Formylpiperidine

Reactant for:

• Direct amidation of azoles with formamides via metal-free C-H activation in the presence of tert-butyl perbenzoate
• Vilsmeier-type reactions of pyrazoles with amides in the presence of phosphorous oxychloride
• CO-free aminocarbonylation of N-substituted formamides with aryl iodides/bromides catalyzed by palladium acetate and Xantphos for synthesis of arylamides
• Synthesis of alternating copolymers for organic photovoltaic applications
• One-pot double functionalization of π-deficient heterocyclic lithium reagents
• Synthesis of thermally stable piezofluorochromic aggregation-induced emission compounds

Definition

ChEBI: 1-Piperidinecarboxaldehyde is a member of piperidines.

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 42, p. 1655, 1994 DOI: 10.1248/cpb.42.1655
Synthetic Communications, 20, p. 447, 1990 DOI: 10.1080/00397919008052787

References

Debrauwere, Verzale, Bull. Soc. Chim. Belg., 84, 167 (1975)