Reacción #431855

Ecuación de reacción

HCl isopropanol

sodium ethoxide

Quinuclidin-3-one

Nitromethane

→

3-Nitromethylquinuclidin-3-ol

Disolventes

ethanol

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroflask equipped with a mechanical stirrer
2. 2
   workup.DISSOLUTION(1.0 mole), dissolved in 500 ml
3. 3
   Otrothe temperature below 20° C
4. 4
   Filtraciónfiltered
5. 5
   Otrodried
6. 6
   Otroto yield 160 g

Procedimiento

Quinuclidin-3-one (125 g., 1 mole) was dried by azeotropic distillation (40% w/w in toluene) and placed in a 3 l. flask equipped with a mechanical stirrer, 1 l. methanolic sodium ethoxide was added and the clear solution was stirred at 15°-20° C. Nitromethane, 61 g. (1.0 mole), dissolved in 500 ml. absolute ethanol was then added over 0.5 hour while keeping the temperature below 20° C. The solution was acidified to pH=1 using HCl-isopropanol, filtered and dried to yield 160 g. crude product which was used as such for the next step.

Fuente