An Improved Procedure for the Preparation of [Bis(2,2,2-trifluoroethyl)phosphono]acetic Acid


Autoria(s): PRADO, Viviana da Silva; BURTOLOSO, Antonio Carlos B.
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

20/10/2012

20/10/2012

2010

Resumo

A different and improved procedure for the preparation of [bis(2,2,2-trifluoroethyl)phosphono]acetic acid in just one step from bis(2,2,2-trifluoroethyl)phosphonate is described. The protocol employs a Michaelis-Becker reaction between commercially available bis(2,2,2-trifluoroethyl) phosphonate and bromoacetic acid, furnishing [bis(2,2,2-trifluoroethyl)phosphono]acetic acid in 50-54% yield.

FAPESP (Research Supporting Foundation of the State of Sao Paulo)

Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)

Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)

CNPq

Identificador

SYNTHESIS-STUTTGART, n.2, p.361-363, 2010

0039-7881

http://producao.usp.br/handle/BDPI/31702

10.1055/s-0029-1217086

http://dx.doi.org/10.1055/s-0029-1217086

Idioma(s)

eng

Publicador

GEORG THIEME VERLAG KG

Relação

Synthesis-stuttgart

Direitos

restrictedAccess

Copyright GEORG THIEME VERLAG KG

Palavras-Chave #[bis(2,2,2-trifluoroethyl)phosphono]acetic acid #Horner-Wadsworth-Emmons (HWE) reaction #Michaelis-Becker reaction #Still-Gennari reagents #WADSWORTH-EMMONS REACTION #LEUCASCANDROLIDE-A #PHORBOXAZOLE #OLEFINATION #CARBANIONS #ESTERS #ANALOG #Chemistry, Organic
Tipo

article

original article

publishedVersion