Реакция #42672

Уравнение реакции

tert-butyl [(3R,6S)-6-(2,3-difluorophenyl)-2-thioxoazepan-3-yl]carbamate

1-aminobutan-2-ol

→

title compound

Выход 108.5%

tert-Butyl {(3R,6S)-6-(2,3-difluorophenyl)-2-[(2-hydroxybutyl)imino]azepan-3-yl}carbamate

Выход 108.5%

Растворители

ethanol

Условия реакции

Обработка

1. 1
   ФильтрацияThe mixture was filtered
2. 2
   Концентрированиеconcentrated
3. 3
   workup.ADDITIONSaturated aqueous sodium carbonate was added
4. 4
   Экстракцияthe mixture was extracted with dichloromethane (3×)
5. 5
   СушкаThe combined organic extracts were dried over sodium sulfate
6. 6
   Фильтрацияfiltered
7. 7
   Концентрированиеconcentrated

Методика

Mercury(II) chloride (174 mg, 0.640 mmol) was added to a solution of tert-butyl [(3R,6S)-6-(2,3-difluorophenyl)-2-thioxoazepan-3-yl]carbamate (190 mg, 0.533 mmol) and 1-aminobutan-2-ol (152 μL, 1.60 mmol) in ethanol (5 mL) at 55° C. After 30 min, the reaction was allowed to cool to ambient temperature. The mixture was filtered and concentrated. Saturated aqueous sodium carbonate was added and the mixture was extracted with dichloromethane (3×). The combined organic extracts were dried over sodium sulfate, filtered, and concentrated to give the title compound (238 mg). MS 412.2 (M+1).

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