Reacción #502118

Ecuación de reacción

Methyl(2-(hydroxy)ethyl)amine

HNO3

→

title compound

Rendimiento 82.0%

Methyl(2-(nitrooxy)ethyl)ammonium nitrate

Rendimiento 82.0%

Disolventes

EtOAc

EtOAc

hexane

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe precipitate was collected by filtration
2. 2
   Lavadowashed with hexane

Procedimiento

Methyl(2-(hydroxy)ethyl)amine (1.5 g, 20 mmol) in EtOAc (65 mL) was added drop-wise to a mixture of fuming HNO3 (6.3 g, 4.2 mL, 100 mmol) and Ac20 (16.3 g, 15.1 mL, 160 mmol) at −10° C. The reaction mixture was stirred at −10° C. for 30 minutes and diluted with EtOAc and hexane. The precipitate was collected by filtration and washed with hexane to give the title compound (2.79 g, 82% yield) as an off-white solid. Mp 58-62° C. 1H NMR (300 MHz, d6-DMSO) δ 4.59-4.67 (m, 2H), 4.64-4.73 (m, 2H), 2.61 (bs, 3H). 13C NMR (75 MHz, d6-DMSO) δ 59.8, 38.7, 24.4. Mass spectrum (API-TIS) m/z 121 (MH+).

Fuente