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Abstract
The amide 6 has been synthesised by reacting the amine 3 with dichloroketene in situ. This amide 6 on nitration gave formal 7, which when reacted with acetic anhydride and p-toluene sulfonic acid underwent regioselective cleavage of the dioxane ring to furnish the hemiacetal 11. This on treatment with Methanol-water-ammonia yielded chloramphenicol 2.