Aluminum(III) Chloride → 7-Hydroxy-4-methyl-6-(1-piperidinesulfonyl)-1-indanone

反応式

[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:12])=[C:6]2[C:10]=1[C:9](=[O:11])[CH2:8][CH2:7]2.[N:13]1([S:19](Cl)(=[O:21])=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1.[Cl-].[Al+3].[Cl-].[Cl-]>ClC(Cl)C>[OH:1][C:2]1[C:3]([S:19]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)(=[O:21])=[O:20])=[CH:4][C:5]([CH3:12])=[C:6]2[C:10]=1[C:9](=[O:11])[CH2:8][CH2:7]2

参加物

実験手順

Into a solution of 2 g of 7-hydroxy-4-methyl-1-indanone in 10 ml of dichloroethane was added 2.27 g of 1-piperidine sulfonyl chloride. Then 10 g of anhydrous aluminum chloride was gradually added to the mixture and stirred, and the reaction mixture was refluxed by heating for 8 hours. The reaction mixture was extracted with 200 ml of chloroform, washed with water, then the chloroform was removed by evaporation under a reduced pressure. The residue was purified by means of a silica gel column chromatography (eluent: chloroform), and recrystallized from ethanol to obtain 1.24 g of 7-hydroxy-4-methyl-6-(1-piperidinesulfonyl)-1-indanone.