反应详情

A mixture of 4.0 g (0.1 mole) of powdered sodium hydroxide, 13.9 g (0.2 mole) of hydroxylamine hydrochloride, and 27.4 g (0.1 mole) of N-methyl-N-(2-benzoyl-4-chlorophenyl)formamide in 200 ml of ethanol was refluxed for 3 days. About one-half of the ethanol was distilled off and the reaction mixture was poured into 500 ml of water and then extracted with three 100-ml portions of methylene chloride. The extracts were combined, washed with water, dried (MgSO4) and evaporated to dryness under reduced pressure to give 26 g (100%) of a light yellow glass: 1H nmr (DMSO-d6) partial: δ 2.74 ppm (d, J=5 Hz) and δ 2.94 ppm (d, J=5) for CH3 split by NH; δ 11.26 ppm (45% ) and 11.53 ppm (55%) for =NOH (on addition of D2O, the splitting of the methyl peaks is lost).

1. temperaturewas refluxed for 3 days
2. distillationAbout one-half of the ethanol was distilled off
3. additionthe reaction mixture was poured into 500 ml of water
4. extractionextracted with three 100-ml portions of methylene chloride
5. washwashed with water
6. dry with materialdried (MgSO4)
7. customevaporated to dryness under reduced pressure