- A modified procedure for preparing perfluoroalkyl acetic acids from perfluoroalkyl iodides
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Perfluoroalkyl acetic acids, RFCH2COOH, can be prepared in several ways.Particular attention is here paid to the method starting from the azonitrile-initiated addition of the corresponding perfluoroalkyl iodide, RFI, to vinyl acetate, CH2=CHOCOCH3, with formation of the adduct RFCH2CHIOCOCH3.This method is reported as a four-step process that synthesizes perfluoroalkyl acetic acids through the conversion of the adduct into the corresponding ester RFCH2CH2OCOCH3 and alcohol RFCH2CH2OH.A simplified procedure consisting of three steps is also suggested: starting from the same reagents, perfluoroalkyl acetic acids can be easily prepared by the oxidation of the corresponding aldehyde RFCH2CHO obtained directly in good yields by acid hydrolysis of the primary adduct RFCH2CHIOCOCH3.
- Napoli, M.,Scipioni, A.,Conte, L.,Legnaro, E.,Krotz, L. N.
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- Synthesis of fluoroalkyl ethanal: R(F)CH2CHO
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Aldehydes R(F)CH2CHO (R(F) is a linear perfluoroalkyl chain) have been obtained in the addition reaction of R(F)I to vinyl acetate in the presence of zinc. R(F)CH2CHIOAc is formed as an intermediate in the course of the reaction. Under appropriate conditions, R(F)CH2CHO and its acylal or acetal derivatives are obtained in good yields.
- Laurent,Blancou,Commeyras
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p. 2489 - 2492
(2007/10/02)
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