Reaktion #95503

Reaktionsgleichung

1'-cyano-1-(2-nitrophenyl)spiro[indoline-3,4'-piperidine]

sodium hydroxide

→

1'-carbamoyl-1-(2-nitrophenyl)spiro[indoline-3,4'-piperidine]

Lösungsmittel

glyme

hydrochloric acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux under nitrogen for 1.5 hours
2. 2
   Einengenconcentrated
3. 3
   workup.DISSOLUTIONThe residue is dissolved in hot chloroform
4. 4
   Waschenwashed with saturated sodium chloride
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   Sonstigeto give a crude product
7. 7
   SonstigeRecrystallization from hot dimethylsulfoxide-dioxane-ether

Vorschrift

9.93 g of 1'-cyano-1-(2-nitrophenyl)spiro[indoline-3,4'-piperidine] of Example 37 in 150 ml glyme and 100 ml 6 M aqueous hydrochloric acid is heated at reflux under nitrogen for 1.5 hours. The mixture is cooled to 0° C., made basic with 50% aqueous sodium hydroxide (40 ml) and concentrated. The residue is dissolved in hot chloroform, washed with saturated sodium chloride, dried over anhydrous magnesium sulfate and contrated to give a crude product. Recrystallization from hot dimethylsulfoxide-dioxane-ether affords 1'-carbamoyl-1-(2-nitrophenyl)spiro[indoline-3,4'-piperidine], mp 217.5°-219.0° C.

Quelle