تفاعل #75119

ord-0fc569756f4846f6bd4dc3333afcf253

معادلة التفاعل

O=[N+]([O-])c1cc(C(F)(F)F)ccc1Cl
1-chloro-2-nitro-4-(trifluoromethyl)benzene
NCCCO
3-amino-1-propanol
O=[N+]([O-])c1cc(C(F)(F)F)ccc1NCCCO
3-{[2-nitro-4-(trifluoromethyl)phenyl]amino}-1-propanol
المردود 100.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةheated
  2. 2
    درجة الحرارةtill reflux
  3. 3
    workup.STIRRINGStirring
  4. 4
    درجة الحرارةat reflux
  5. 5
    درجة الحرارةThe reaction mixture is cooled
  6. 6
    أخرىevaporated
  7. 7
    workup.ADDITIONWater is added to the residue
  8. 8
    استخلاصThe product is extracted with methylbenzene
  9. 9
    أخرىThe extract is dried
  10. 10
    ترشيحfiltered
  11. 11
    أخرىevaporated
  12. 12
    أخرىThe solid residue is crystallized from petroleumether
  13. 13
    ترشيحThe product is filtered off
  14. 14
    أخرىdried

الإجراء التجريبي

A mixture of 100 parts of 1-chloro-2-nitro-4-(trifluoromethyl)benzene, 90 parts of 3-amino-1-propanol and 200 parts of butanol is stirred and heated till reflux. Stirring at reflux is continued overnight. The reaction mixture is cooled and evaporated. Water is added to the residue and the whole is acidified with a hydrochloric acid solution. The product is extracted with methylbenzene. The extract is dried, filtered and evaporated. The solid residue is crystallized from petroleumether. The product is filtered off and dried, yielding 141 parts (100%) of 3-{[2-nitro-4-(trifluoromethyl)phenyl]amino}-1-propanol.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04175129uspto-grants-1979_11