Ethanol → HCID 14973215、化合物

反応式

[C:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[C:7]2[C:13]1[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH:14]=1)([OH:3])=[O:2].S(=O)(=O)(O)O.O.[OH-].[NH4+].[CH2:28](O)[CH3:29]>>[CH2:28]([O:2][C:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[C:7]2[C:13]1[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH:14]=1)=[O:3])[CH3:29]

参加物

反応物 5

HCID 702Ethanol

HCID 962Water

HCID 1118Sulfuric Acid

HCID 14923Ammonium Hydroxide

HCID 190229843-(1-Methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-5-carboxylic acid

生成物 1

HCID 14973215HCID 14973215、化合物収率 42%

実験手順

A solution of 0.513 gm (2 mMol) 5-carboxy-3-(1-methyl-1,2,5,6-tetrahydropyridin-4-yl)-1H-indole in 5.1 mL ethanol was cooled in an ice bath while 0.51 mL sulfuric acid was added dropwise. The resulting mixture was heated at reflux for 5 hours. The now homogeneous solution was poured into 50 mL cold water and was then made basic with saturated ammonium hydroxide. The light yellow precipitate was collected by filtration and then recrystallized from ethanol to provide 0.24 gm (42%) of the desired compound as light yellow crystals.