Reaktion #4854

ord-5155b74041e040c5848aa97537ebe3cb

Reaktionsgleichung

CC1Cc2cc([N+](=O)[O-])cc([N+](=O)[O-])c2O1
2,3-dihydro-5,7-dinitro-2-methylbenzofuran
N
ammonia
COCCO
Methyl Cellosolve
→
CC(O)Cc1cc([N+](=O)[O-])cc([N+](=O)[O-])c1N
expected product
CC(O)Cc1cc([N+](=O)[O-])cc([N+](=O)[O-])c1N
1-(2-amino-3,5-dinitrophenyl)-2-propanol

Edukte

CC1Cc2cc([N+](=O)[O-])cc([N+](=O)[O-])c2O1
2,3-dihydro-5,7-dinitro-2-methylbenzofuran
N
ammonia
COCCO
Methyl Cellosolve

Reagenzien

Keine

Lösungsmittel

O
water

Reaktionsbedingungen

Temperatur
70°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturthe reaction mixture is cooled
  2. 2
    SonstigeThe precipitate formed
  3. 3
    Sonstigethen dried under vacuum
  4. 4
    Sonstigeis recrystallized from 170 ml of dioxane
  5. 5
    SonstigeAfter being dried under vacuum

Vorschrift

0.39 Mole (88 g) of 2,3-dihydro-5,7-dinitro-2-methylbenzofuran, prepared according to J.A.C.S. 80, p. 4711-4714 (1958), is suspended in 1.1 l of 20% strength ammonia solution and 600 ml of Methyl Cellosolve. After 18 hours' heating at 70° C., the reaction mixture is cooled. The precipitate formed is drained and, after being made into a paste in water until neutral and then dried under vacuum, is recrystallized from 170 ml of dioxane. After being dried under vacuum, 0.30 mole (72 g) of the expected product is obtained; it melts at 177° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04727192uspto-grants-1988_02