反应详情

温度

50 °C

To a suspension of 4-formyl-2-methyl-benzoic acid tert-butyl ester (Example I17) (60.3 g) and hydroxylamine hydrochloride (38.05 g) in ethanol (580 ml) was added a solution of sodium hydrogen carbonate (46 g) in water (60 ml). The reaction mixture was stirred at 50° C. for 3.5 hours. The solvent was removed and the residue diluted with ethyl acetate and water. The phases were separated and the organic layer was washed with water, dried over sodium sulfate and concentrated. The residue was crystallized from ethyl acetate and heptane to give 4-(hydroxyimino-methyl)-2-methyl-benzoic acid tert-butyl ester (35.72 g) as a white crystalline powder. 1H-NMR (CDCl3, 400 MHz): 7.86 (s, 1H), 7.70 (s, 1H), 7.45 (m, 2H), 2.60 (s, 3H), 1.60 (s, 9H).

1. customThe solvent was removed
2. additionthe residue diluted with ethyl acetate and water
3. customThe phases were separated
4. washthe organic layer was washed with water
5. dry with materialdried over sodium sulfate
6. concentrationconcentrated
7. customThe residue was crystallized from ethyl acetate and heptane