Reacción #725705

Ecuación de reacción

3,5-dinitrobenzoic acid

p-toluenesulfonic acid

1,3-propanediol

→

white crystals

Rendimiento 77.0%

3-hydroxypropyl-3,5-dinitrobenzoate

Rendimiento 77.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter cooling
2. 2
   Otroa white product crystallized
3. 3
   Otrowas separated from solution by filtration
4. 4
   workup.ADDITIONafter adding a large quantity of water
5. 5
   OtroThe product was recrystallized from methanol

Procedimiento

A mixture of 30 g 3,5-dinitrobenzoic acid, 0.8 g p-toluenesulfonic acid and 100 ml 1,3-propanediol was stirred 9 hours at 110° C. After cooling, a white product crystallized and was separated from solution by filtration after adding a large quantity of water. The product was recrystallized from methanol to provide 77% white crystals with m.p. 76° C. IR: 1712 cm-1 (carbozyl) 1535 cm-1 (nitro asymmetric), 1341 cm-1 (nitro symmetric). 1H-NMR (DMSOd6): 9.05 ppm (C4), 8.93 ppm (C2, C6), 4.47 ppm (CH2OCO, triplet) 3.62 ppm (CH2O, triplet), 1.94 ppm (CH2 multiplet).

Fuente