Reacción #92384

Ecuación de reacción

3,5-dinitroaniline

2,5-dimethoxytetrahydrofuran

→

1-(3,5-Dinitro-phenyl)-1H-pyrrole

Rendimiento 54.0%

Disolventes

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroCompletion of reaction
2. 2
   Otrowas brought to RT
3. 3
   workup.ADDITIONpoured into ice-cold water
4. 4
   FiltraciónThe precipitate was filtered
5. 5
   Lavadowashed with water (150 ml)
6. 6
   Otrodried
7. 7
   Otroto give the product in 54% yield (8.2 g)
8. 8
   Otro233.04 [M+H]+ (rt: 1.667 min)

Procedimiento

A solution of 3,5-dinitroaniline (10 g, 54.644 mmol) and 2,5-dimethoxytetrahydrofuran (18.05 g, 136.61 mmol, 2.5 eq.) in acetic acid (122 ml) was heated to 100° C. for 16 h. Completion of reaction was monitored by TLC. Then the mixture was brought to RT and poured into ice-cold water. The precipitate was filtered, washed with water (150 ml) and dried to give the product in 54% yield (8.2 g). LC-MS (ESI): Calculated mass: 233.18; Observed mass: 233.04 [M+H]+ (rt: 1.667 min).

Fuente