Reacción #586079

Ecuación de reacción

tetradecyl 4-nitrobenzoate

ethyl acetate

→

tetradecyl 4-aminobenzoate

Rendimiento 65.2%

Disolventes

Dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroUnder a nitrogen purge
2. 2
   Otrofor sixteen hours
3. 3
   Filtraciónthe reaction mixture was filtered through a layer of CELITE
4. 4
   Filtraciónfilter aid
5. 5
   ConcentraciónThe filtrate was concentrated under reduced pressure to a tan solid
6. 6
   OtroThe solid was recrystallized from ethanol

Procedimiento

Under a nitrogen purge, 10% platinum on carbon (2.5 grams) was added to a mixture of tetradecyl 4-nitrobenzoate (25 grams, 69 mmol) and ethyl acetate (250 milliliters) in a Parr vessel. The vessel was placed under hydrogen pressure (49 psi, 3.3×105 Pa) for sixteen hours. Dichloromethane was added and the reaction mixture was filtered through a layer of CELITE filter aid. The filtrate was concentrated under reduced pressure to a tan solid. The solid was recrystallized from ethanol to obtain 15 grams of tetradecyl 4-aminobenzoate as light tan needles.

Fuente