Ethanol → Ethyl 4-(2-fluorophenyl)piperidine-4-carboxylate

反応式

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1([C:24]#N)[CH2:13][CH2:12][N:11](S(C2C=CC(C)=CC=2)(=O)=O)[CH2:10][CH2:9]1.S(=O)(=O)(O)O.[OH-:31].[NH4+].[CH2:33]([OH:35])[CH3:34]>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1([C:24]([O:35][CH2:33][CH3:34])=[O:31])[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]1

参加物

反応物 4

HCID 702Ethanol

HCID 1118Sulfuric Acid

HCID 14923Ammonium Hydroxide

HCID 20511804HCID 20511804、化合物

生成物 1

HCID 20511806Ethyl 4-(2-fluorophenyl)piperidine-4-carboxylate収率 68.4%

反応条件

温度: 150 °C

実験手順

A mixture of 35.8 parts of 4-(2-fluorophenyl)-1-(4-methylphenylsulfonyl)-4-piperidinecarbonitrile and 50 parts of a sulfuric acid solution 75% is stirred for 4 hours at about 150° C. 192 Parts of ethanol are added dropwise. Upon completion, stirring is continued for 5 hours at reflux temperature. The reaction mixture is cooled and poured onto crushed ice. The whole is alkalized with ammonium hydroxide and the product is extracted with dichloromethane. The extract is dried, filtered and evaporated, yielding 17.2 parts (68.4%) of ethyl 4-(2-fluorophenyl)-4-piperidinecarboxylate as a residue.