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Report | Regular issue | Vol 22, No. 4, 1984, pp.745-748
Published online, 1st January, 1970
DOI: 10.3987/R-1984-04-0745
Bromination of 6-Acetyl-2-ethoxy-4H-1,3,2-benzodioxaphosphorin 2-Sulfide in Methanol and Carbon Tetrachloride

Rohit Chandra Borthakur, Naleen Borthakur, and Ramesh Chandra Rastogi*

*Division of Drug and Pharmaceutical Chemistry, Regional Research Laboratory, Jorhat 785 006, Assam, India


The reaction of 6-acetyl-2-ethoxy-4H-1,3,2-benzodioxaphosphorin 2-sulfide 12 with methanol-bromine gave 4-hydroxy-3-(methoxymethyl)acetophenone 45 , ω-bromo-4-hydroxy-3-(methoxymethyl)acetophenone 5 and 5, ω-dibromo-4-hydroxy-3-(methoxymethyl)acetophenone 6; reaction of 1 with carbon tetrachloride-bromine gave only 6-(ω-bromo)acetyl-2-ethoxy-4H-1,3,2-benzodioxaphosphorin 2-sulfide 2 and 6-(ω, ω-dibromo)acetyl-2-ethoxy-4H-1,3,2-benzodioxaphosphorin 2-sulfide 3. The possible reaction mechanism is discussed.