Reaktion #734442

Reaktionsgleichung

6-chloro-1'-methylspiro[indoline-3,4'-piperidine]

2-fluoronitrobenzene

sodium bicarbonate

→

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

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto cool
2. 2
   Sonstigebefore sequentially being quenched with water
3. 3
   Extraktionextracted thrice with ether
4. 4
   workup.STIRRINGThe combined ether extracts are shaken with a large excess of 1 N hydrochloric acid
5. 5
   SonstigeThe acidified layer is basified providing a reddish oil which
6. 6
   Trocknenupon drying over magnesium sulfate
7. 7
   Temperaturcooling
8. 8
   Sonstigeleaves an orange solid
9. 9
   SonstigeThe solid is recrystallized from an ether-pentane mixture

Vorschrift

A mixture of 2.4 g of 6-chloro-1'-methylspiro[indoline-3,4'-piperidine], Example 23 b, 5.4 g of 2-fluoronitrobenzene and 1.0 g of sodium bicarbonate is stirred at 160°-165° C. under nitrogen, for 16 hours. Thereafter, the mixture is permitted to cool before sequentially being quenched with water and extracted thrice with ether. The combined ether extracts are shaken with a large excess of 1 N hydrochloric acid. The acidified layer is basified providing a reddish oil which upon drying over magnesium sulfate and then cooling leaves an orange solid. The solid is recrystallized from an ether-pentane mixture to provide prisms, mp 130°-131° C. of 6-chloro-1'-methyl-1-(2-nitrophenyl)spiro[indoline-3,4'-piperidine].

Quelle