反应详情

A mixture of 2.4 g of 6-chloro-1'-methylspiro[indoline-3,4'-piperidine], Example 23b, 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 1N 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].

1. temperatureto cool
2. custombefore sequentially being quenched with water
3. extractionextracted thrice with ether
4. stirringThe combined ether extracts are shaken with a large excess of 1N hydrochloric acid
5. customThe acidified layer is basified providing a reddish oil which
6. dry with materialupon drying over magnesium sulfate
7. temperaturecooling
8. customleaves an orange solid
9. customThe solid is recrystallized from an ether-pentane mixture