반응 #86486

반응 방정식

EtOAc water

NH4OH

Tert-butyl (1-(4-fluoro-3-nitrophenyl)ethyl)carbamate

NH4OH

→

title compound

수율 76.4%

tert-butyl (1-(4-amino-3-nitrophenyl)ethyl)carbamate

수율 76.4%

용매

THF

반응 조건

후처리

1. 1
   온도heated at 180° C
2. 2
   온도After cooling to room temperature
3. 3
   세척The organic layer was washed with brine
4. 4
   건조dried over MgSO4
5. 5
   기타evaporated
6. 6
   기타The resulting material was purified by flash chromatography on silica eluting with 0% to 50% EtOAc/Hexane

실험 절차

Tert-butyl (1-(4-fluoro-3-nitrophenyl)ethyl)carbamate (500 g, 1.75 mmol) was stirred in THF (2 ml). NH4OH (0.978 ml, 7.0 mmol) was added and the reaction mixture was heated at 150° C. for 30 minutes using microwave (Biotage Initiator). NH4OH (0.6 00 ml) was added and then heated at 180° C. After cooling to room temperature, the reaction mixture was poured into EtOAc/water. The organic layer was washed with brine, dried over MgSO4 and evaporated. The resulting material was purified by flash chromatography on silica eluting with 0% to 50% EtOAc/Hexane to afford the title compound (376 mg, yield: 76%) 1H-NMR (400 MHz, CDCl3) δ 1.43-1.48 (m, 12H) 4.71 (br. s., 2H) 6.79 (d, 1H) 7.34 (dd, 1H) 8.05 (d, 1H).

출처