Selective etherification

Details Selective etherification Selective etherification

C - Chemistry, Metallurgy

07

D

260/366, 260/352

C07D 307/62 (2006.01) C07D 407/04 (2006.01)

Patent

CA 2008125

Abstract of the disclosure: SELECTIVE ETHERIFICATION There is disclosed an improved process for substitution of the hydroxy group at 2-position of an ascorbic acid derivative according to the following reaction scheme: Image + R1-Y Image Image (II) RO-Z (III) (I) (IV) wherein R0 is hydrogen, alkyl having 1 to 6 carbon atoms, phenyl or a group of the formula Image (wherein X is two hydrogen atoms, or acetal or ketal residue); R1 is an alkyl or alkenyl group having up to 22 carbon atoms which may be substituted with phenyl or alkoxy having 1 to 22 carbon atoms; Y is halogen or optionally substituted sulfonyloxy; R is hydrogen, or primary, secondary or tertiary alkyl having 1 to 10 carbon atoms; and Z is an alkali metal or an alkali earth metal. There is also disclosed hydrolysis of the following scheme: Image (IV-1) (V) wherein R1 is as defined above; and X is acetal or ketal residue.

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