Reaktion #95498

Reaktionsgleichung

hydrochloric acid

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

base

6-chloro-1-(2-nitrophenyl)spiro[indoline-3,4'-piperidine]maleate

ethyl alcohol

→

1-(2-aminophenyl)-6-chlorospiro[indoline-3,4'-piperidine] dihydrochloride

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed under nitrogen for 10 minutes
2. 2
   Temperaturto cool
3. 3
   Filtrationbefore being filtered through celite
4. 4
   EinengenThe filtrate is concentrated under vacuum
5. 5
   Sonstigeleaving an oily residue which
6. 6
   ExtraktionThe alkaline mixture is extracted with ether
7. 7
   Sonstigedried
8. 8
   Sonstigeis recrystallized from a methyl alcoholether mixture

Vorschrift

A mixture of 2.1 g of 6-chloro-1-(2-nitrophenyl)spiro[indoline-3,4'-piperidine], free base of Example 33, 95 ml of 95% ethyl alcohol, 7.5 ml of water and 4.4 g of iron powder is acidified with 0.2 ml of concentrated hydrochloric acid and then refluxed under nitrogen for 10 minutes. Thereafter, the mixture is permitted to cool before being filtered through celite. The filtrate is concentrated under vacuum leaving an oily residue which is basified. The alkaline mixture is extracted with ether and then dried. The product is converted to a solid dihydrochloric acid salt which is recrystallized from a methyl alcoholether mixture to provide off-white prisms, mp 270°-273° C. (after darkening) of 1-(2-aminophenyl)-6-chlorospiro[indoline-3,4'-piperidine] dihydrochloride.

Quelle