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0010645027
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note
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7. The deoximation of benzophenone oxime is representative of the general procedure employed. To a stirred solution of benzophenone oxime (0.50g, 2.53 mmole) in DCM saturated with water prior to use (25 ml, DCM was saturated by shaking with equal amount of water and allowed to settle for 30 minutes before draining the aqueous layer) was added DMP (1.18g, 2.79 mmole) at room temperature. As soon as the reaction was complete (as indicated by TLC), the reaction mixture was diluted with 5% aqueous sodium hydroxide solution (30 ml) followed by water (40 ml). The organic layer was washed with water (40 ml), dried over sodium sulphate, and concentrated to get the product in almost pure form. It was further purified by chromatography.
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8. Acceleration of the Dess-Martin oxidation by water is well known, Meyer, S. D.; Schreiber, S. L. J. Org. Chem. 1994, 59, 7549.
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Meyer, S.D.1
Schreiber, S.L.2
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