Synthesis 2002(10): 1385-1390
DOI: 10.1055/s-2002-33111
PAPER
© Georg Thieme Verlag Stuttgart · New York

New Double-Chain and Aromatic (α-Hydroxyalkyl)phosphorus Amphiphiles

Alice Brun*, Guita Etemad-Moghadam
Laboratoire des IMRCP, UMR CNRS 5623, Université Paul Sabatier, 118, route de Narbonne, Bât. 2R1, 31062 Toulouse Cedex 04, France
Fax: +33(5)61558155; e-Mail: alice.brun@mpikg.golm.mpg.de;
Further Information

Publication History

Received 5 March 2002
Publication Date:
01 August 2002 (online)

Abstract

New double-chain bis-(α-hydroxyalkyl)phosphinic acids 1 are synthesized from NaH2PO2·H2O and aliphatic aldehydes. Direct and quantitative one-pot synthesis of new 4-alkoxybenzal­dehydes 2 is realized from 1-bromoalkanes and 4-hydroxybenzaldehyde. Addition of NaH2PO2·H2O to aldehydes 2 leads to the formation of the bis-adducts and also to the cleavage of the ether bond. New [α-hydroxy-(4-alkoxybenzyl)]phosphinic acids 3 are prepared by addition of aldehydes 2 to aqueous hypophosphorous acid.

1

New address: Alice Brun, Max-Planck-Institute of Colloids and Interfaces, 14424 Potsdam, Germany; fax +49(331)5679202; e-mail alice.brun@mpikg-golm.mpg.de

2

Deceased 07.03.2002.