반응 #8225

반응 방정식

7-nitrogramine

Dimethylsulfate

Sodium methoxide

→

3-(2-nitro-2-methylpropyl)-7-nitroindole

수율 131.0%

용매

2-nitropropane

methanol

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture is stirred overnight at room temperature
2. 2
   기타The reaction is quenched by addition of saturated NH4Cl solution and ethyl acetate
3. 3
   추출The aqueous layer is extracted with ethyl acetate
4. 4
   세척the combined organic layers are washed with brine
5. 5
   건조dried over Na2SO4

실험 절차

The 7-nitrogramine salt (2.0 g, 5.8 mmol) is suspended in a mixture of 2-nitropropane (9.5 mL) and methanol (9.5 mL). Dimethylsulfate (1.09 mL, 11.5 mmol) is added dropwise via syringe, and the resulting yellow solution is stirred at room temperature for 5 minutes. Sodium methoxide (0.62 g, 11.5 mmol) is then added in one portion, and the mixture is stirred overnight at room temperature. The reaction is quenched by addition of saturated NH4Cl solution and ethyl acetate. The aqueous layer is extracted with ethyl acetate, and the combined organic layers are washed with brine, and dried over Na2SO4 to give 1.0 g of 3-(2-nitro-2-methylpropyl)-7-nitroindole (69%).

출처