Reaktion #95500

Reaktionsgleichung

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

hydrochloric acid

sodium hydroxide

→

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

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 18 hours
2. 2
   Sonstigebecomes homogeneous at 70°-80° C
3. 3
   Extraktionextracted with chloroform
4. 4
   Waschenwashed with brine
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   Einengenconcentrated
7. 7
   Sonstigeto give a solid comprising the free base of the product
8. 8
   SonstigeThe salt is prepared from the
9. 9
   Waschenfreshly alkali washed
10. 10
    Sonstigedried free base

Vorschrift

A slurry of 14.62 g of 1'-cyano-1-(2-nitrophenyl)spiro[indoline-3,4'-piperidine] of Example 37 in 100 ml of glacial acetic acid and 190 ml of 3 N aqueous hydrochloric acid is heated at reflux for 18 hours, the mixture becomes homogeneous at 70°-80° C. The mixture is made basic using aqueous sodium hydroxide and extracted with chloroform. The organic portions are combined, washed with brine, dried over anhydrous magnesium sulfate and concentrated to give a solid comprising the free base of the product. The salt is prepared from the freshly alkali washed and dried free base using chloroform/ethereal hydrochloric acid, to yield the product mp. 222°-224° C. of 1-(2-nitrophenyl)spiro[indoline-3,4'-piperidine]hydrochloride.

Quelle