174867-64-2Relevant articles and documents
Rapid intramolecular and C-O cleavage reactions of a phosphate triester catalysed by a neighbouring hydroxyl group
Kirby, Anthony J.,Marriott, Robert E.
, p. 56 - 62 (2007/10/03)
Three consecutive reactions are observed when the phosphate triester 6 is hydrolysed. At pH 12 M. 12 is then hydrolysed by C-O cleavage to give the diester 11. In base, the first two reactions are complete almost instantaneously, and the final phosphorus-containing products are (3,4-dichlorophenoxy)methyl methyl phosphate diester, and the methyl phosphate dianion. These must come from C-O cleavage reactions of diester 14 and the rearranged benzylic triester 15, which rapidly eliminate phosphate ester leaving groups to give the same quinone methide.