Hydrochloric Acid → 6-Benzyloxy-4-methyl-1H-indole-2-carboxylic acid

反応式

[OH-].[K+].C([O:5][C:6]([C:8]1[NH:9][C:10]2[C:15]([CH:16]=1)=[C:14]([CH3:17])[CH:13]=[C:12]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH:11]=2)=[O:7])C.Cl>C(O)C>[CH2:19]([O:18][C:12]1[CH:11]=[C:10]2[C:15]([CH:16]=[C:8]([C:6]([OH:7])=[O:5])[NH:9]2)=[C:14]([CH3:17])[CH:13]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

実験手順

A 2 M solution of potassium hydroxide in ethanol (0.48 ml, 0.97 mmol) was added to a solution of 6-benzyloxy-4-methyl-1H-indole-2-carboxylic acid ethyl ester (100 mg, 0.32 mmol; PCT Int. Appl. (2001), WO 2001044186 A1) in ethanol (1 ml). The mixture was heated at reflux for 1.5 h, acidified with 1 N HCl and extracted two times with ethyl acetate. The combined extracts were washed with brine and dried over sodium sulfate. Evaporation of the solvent under reduced pressure gave 90 mg (0.32 mmol, 99%) of the title compound as yellow crystals.