Reacción #2389094
ord-a1fbca80a68742168f9738b613b55c2c
Ecuación de reacción
3-nitrophthalic anhydride
(R)-α-methylbenzylamine
→
desired product
Rendimiento 73.0%
(R)-2-(1-phenylethyl)-4-nitro-1H-isoindole-1,3-dione
Rendimiento 73.0%
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Temperatura
180°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1TemperaturaAfter cooled
- 2Otropurified by silica gel column chromatography (eluent; methylene chloride:methanol=30:1 v/v)
- 3Otrorecrystallized from a mixed solvent of n-hexane-ethyl acetate
Procedimiento
386 mg of 3-nitrophthalic anhydride and 242 mg of (R)-α-methylbenzylamine were charged in an egg-plant type flask of 50 ml, followed by stirring under heating at a temperature of 180° C. for 1.5 hours. After cooled, the reaction product was dissolved in chloroform, purified by silica gel column chromatography (eluent; methylene chloride:methanol=30:1 v/v), recrystallized from a mixed solvent of n-hexane-ethyl acetate, to obtain 430 mg of the desired product as a light yellow powder. Yield: 73%. m.p. 115-117° C.; MS(EI+) 296(M)+