反应详情

Under a nitrogen atmosphere, 200 mL (200 mmol) of a 1M borane in THF solution were slowly added dropwise at RT to 12.6 g (65.7 mmol) (5-methoxy-2-nitrophenyl)-acetonitrile in 380 mL THF. The reaction mixture was refluxed for 2 h. After cooling 30 mL methanol were added dropwise within 20 min. During this time the temperature was maintained at 10° C. to 20° C. with an ice bath. The reaction mixture was left for 30 min at RT with stirring and then within 30 min 45 mL of a 2M aqueous HCl solution were added dropwise thereto. The reaction mixture was concentrated by rotary evaporation i. vac. The residue was diluted with water to approx. 200 mL and extracted with 200 mL EtOAc. The aqueous phase was made alkaline with a 15% (w/v) aqueous potassium carbonate solution and continuously extracted overnight with diethyl ether using a rotary perforator according to Ludwig (Messrs Normag). The organic extract was evaporated to dryness by rotary evaporation.

1. temperatureThe reaction mixture was refluxed for 2 h
2. additionwere added dropwise within 20 min
3. temperatureDuring this time the temperature was maintained at 10° C. to 20° C. with an ice bath
4. concentrationThe reaction mixture was concentrated by rotary evaporation i
5. additionThe residue was diluted with water to approx. 200 mL
6. extractionextracted with 200 mL EtOAc
7. customwith a 15% (w/v) aqueous potassium carbonate solution and continuously extracted overnight
8. extractionThe organic extract
9. customwas evaporated to dryness by rotary evaporation