REACTIONS OF THIOL ESTERS WITH HALOGENS AND SOME N-HALO AND O-HALO COMPOUNDS
- 5 September 1977
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 6 (9) , 1095-1098
- https://doi.org/10.1246/cl.1977.1095
Abstract
S-Phenyl thioacetate (1) quantitatively reacted with 1/2 mole of bromine (or chlorine), yielding acetyl bromide (or chloride) and phenyl disulfide. With iodine, 1 formed a complex, which reacted with an alcohol (MeOH, Me3CCH2OH, PhCH2OH), forming the corresponding ester; a catalytic amount of iodine was sufficient for this transesterification. 1 reacted quantitatively with 1-chlorobenzotriazole. The reaction of 1 with t-butyl hypochlorite yielded t-butyl acetate (70%) and acetyl chloride(30%).Keywords
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