Reacción #321433

Ecuación de reacción

2,2,4,6,7-Pentamethyl-5-nitro-3-phenyl-2,3-dihydrobenzofuran

→

desired compound

Rendimiento 73.9%

5-Amino-2,2,4,6,7-pentamethyl-3-phenyl-2,3-dihydrobenzofuran

Rendimiento 73.9%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónAfter the catalyst was filtered off
2. 2
   Concentraciónthe filtrate was concentrated
3. 3
   OtroThe residue was purified by column chromatography on silica gel (isopropyl ether)
4. 4
   Otrocrystallized from hexane

Procedimiento

2,2,4,6,7-Pentamethyl-5-nitro-3-phenyl-2,3-dihydrobenzofuran (2.0 g, 6.4 mmol) was dissolved in ethanol (15 ml) and the solution was subjected to catalytic reduction using 5% palladium carbon (2.0 g) as a catalyst. After the catalyst was filtered off, the filtrate was concentrated. The residue was purified by column chromatography on silica gel (isopropyl ether) and then crystallized from hexane to obtain the desired compound (1.33 g, yield: 73.6%), m.p. 131°-132° C.

Fuente