Reaktion #75123

Reaktionsgleichung

1-chloro-4-methyl-2-nitrobenzene

3-amino-1-propanol

→

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

Ausbeute 33.0%

Lösungsmittel

butanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed for 30 hours
2. 2
   SonstigeThe reaction mixture is evaporated
3. 3
   workup.ADDITIONthe residue is poured onto water
4. 4
   ExtraktionThe product is extracted with methylbenzene
5. 5
   WaschenThe extract is washed with water and with a hydrochloric acid solution 2 N
6. 6
   Sonstigedried
7. 7
   Filtrationfiltered
8. 8
   Sonstigeevaporated
9. 9
   SonstigeThe 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
    SonstigeThe pure fractions are collected
12. 12
    Sonstigethe eluent is evaporated

Vorschrift

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.

Quelle