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  • An expeditious synthesis of 4-hydroxy-2E-nonenal (4-HNE), its dimethyl acetal and of related compounds.

An expeditious synthesis of 4-hydroxy-2E-nonenal (4-HNE), its dimethyl acetal and of related compounds.

Chemistry and physics of lipids (2007-10-05)
Laurent Soulère, Yves Queneau, Alain Doutheau
ABSTRACT

The facile one step synthesis of 4-hydroxy-2E-nonenal and its dimethyl acetal via a cross-metathesis reaction between commercially available octen-3-ol and acrolein or its dimethyl acetal is reported. The method was extended to the synthesis of C6 and C12 4-hydroxy-2E-enals, their dimethyl acetal and of the 4-hydroxy-2E-nonenoic acid (4-HNA).

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
1,1-Dimethoxyethane, ≥97%, FG
Sigma-Aldrich
Acetaldehyde dimethyl acetal, 95%
Sigma-Aldrich
Acrolein dimethyl acetal, 98%