Reacción #75123

Ecuación de reacción

1-chloro-4-methyl-2-nitrobenzene

3-amino-1-propanol

→

3-[(4-methyl-2-nitrophenyl)amino]-1-propanol

Rendimiento 33.0%

Disolventes

butanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturarefluxed for 30 hours
2. 2
   OtroThe reaction mixture is evaporated
3. 3
   workup.ADDITIONthe residue is poured onto water
4. 4
   ExtracciónThe product is extracted with methylbenzene
5. 5
   LavadoThe extract is washed with water and with a hydrochloric acid solution 2 N
6. 6
   Otrodried
7. 7
   Filtraciónfiltered
8. 8
   Otroevaporated
9. 9
   OtroThe residue is purified by column-chromatography over silica gel using
10. 10
    workup.ADDITIONa mixture of trichloromethane and 5% of methanol as eluent
11. 11
    OtroThe pure fractions are collected
12. 12
    Otrothe eluent is evaporated

Procedimiento

A mixture of 171 parts of 1-chloro-4-methyl-2-nitrobenzene, 150 parts of 3-amino-1-propanol and 400 parts of butanol is stirred and refluxed for 30 hours. The reaction mixture is evaporated and the residue is poured onto water. The product is extracted with methylbenzene. The extract is washed with water and with a hydrochloric acid solution 2 N, dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and 5% of methanol as eluent. The pure fractions are collected and the eluent is evaporated, yielding 70 parts (33%) of 3-[(4-methyl-2-nitrophenyl)amino]-1-propanol as a residue.

Fuente