반응 #95493

반응 방정식

1-(2-fluorophenyl)-1'-methylspiro[indoline-3,4'-piperidine]

cyanogen bromide

potassium carbonate

cyanogen bromide

→

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

용매

methylene dichloride

반응 조건

후처리

1. 1
   workup.STIRRINGStirring
2. 2
   workup.WAITis continued for 16 hours
3. 3
   여과before filtering the mixture
4. 4
   기타the hot solution is evaporated to dryness
5. 5
   기타leaving a brown foam
6. 6
   기타This product is purified
7. 7
   기타to provide a tan solid
8. 8
   기타The solid is recrystallized from an acetone-hexane mixture

실험 절차

A mixture of 0.82 g of 1-(2-fluorophenyl)-1'-methylspiro[indoline-3,4'-piperidine], free base of Example 10, 0.92 g of cyanogen bromide and 1 g of potassium carbonate in 24 ml of methylene dichloride is stirred at ambient temperature for 5 hours and then an additional 0.20 g of cyanogen bromide is added. Stirring is continued for 16 hours before filtering the mixture. The filtrate is boiled with methyl alcohol and the hot solution is evaporated to dryness leaving a brown foam. This product is purified by passing through a silica gel column, ether methylene chloride (1:1) mixture eluant, to provide a tan solid. The solid is recrystallized from an acetone-hexane mixture to provide white needles (slight tan tint), mp 131°-132° C. of 1'-cyano-1-(2-fluorophenyl)spiro[indoline-3,4'-piperidine].

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