Reaktion #75127

Reaktionsgleichung

1,2,4-trichloro-5-nitrobenzene

3-amino-1-propanol

potassium iodide

→

3-[(4,5-dichloro-2-nitrophenyl)amino]-1-propanol

Lösungsmittel

butanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed overnight
2. 2
   SonstigeThe butanol is removed by evaporation in vacuo and water
3. 3
   workup.ADDITIONis added to the residue
4. 4
   ExtraktionThe product is extracted with 4-methyl-2-pentanone
5. 5
   WaschenThe extract is washed a few times with water
6. 6
   Sonstigedried
7. 7
   Filtrationfiltered
8. 8
   Sonstigeevaporated
9. 9
   SonstigeThe oily 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
13. 13
    SonstigeThe residue is triturated in 2,2'-oxybispropane
14. 14
    FiltrationThe product is filtered off
15. 15
    Sonstigecrystallized from a mixture of 2,2'-oxybispropane and 2-propanol

Vorschrift

A mixture of 113.2 parts of 1,2,4-trichloro-5-nitrobenzene, 75 parts of 3-amino-1-propanol, 0.2 parts of potassium iodide and 200 parts of butanol is stirred and refluxed overnight. The butanol is removed by evaporation in vacuo and water is added to the residue. The product is extracted with 4-methyl-2-pentanone. The extract is washed a few times with water, dried, filtered and evaporated. The oily 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. The residue is triturated in 2,2'-oxybispropane. The product is filtered off and crystallized from a mixture of 2,2'-oxybispropane and 2-propanol, yielding 31.7 parts of 3-[(4,5-dichloro-2-nitrophenyl)amino]-1-propanol; mp. 97° C.

Quelle