The reaction of 2,6-dibromocyclohexanone (1)with morpholine gives 1-cyclopentenecarboxymorpholide (2) and 2-morpholino-2-cyclohexenone (3) . The ratio of 2 :3 is remarkably affected by the reaction solvent, and the amide 2 or the enaminoketone 3 is obtained selectively when chloroform or HMPA was used, respectively.
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Sato et al. (1975) studied this question.