Process for the preparation of high purity O-substituted hydroxy

Details Process for the preparation of high purity O-substituted hydroxy Process for the preparation of high purity O-substituted hydroxy

1997-04-14

1998-07-07

O'Sullivan, Peter

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

560312, 560315, 562621, 562622, 564300, C07C23920, C07C25900, C07C25906, C07C25910

Patent

active

057771642

ABSTRACT:
The present invention discloses a method comprising the steps of;
a) forming in an aqueous solution a hydroxamic acid from a hydroxylamine free base and anhydride having the formula (RCO).sub.2 O wherein R is H or a substituted or unsubstituted C.sub.2-6 alkyl, C.sub.2-6 alkenyl, C.sub.6-10 aryl, or C.sub.4-10 heteroaryl; and
b) treating said hydroxamic acid with an alkylating agent in the presence of at least one proton scavenger under conditions sufficient to consume substantially all of said alkylating agent to form an O-substituted hydroxamate.
The protection and alkylation are readily effected in water (with no alcohol co-solvent) without the need for phase-transfer catalysis and with little hydrolysis of the alkylating agent.

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