Ethyl 5-cyanoindole-2-carboxylate → 5-Aminomethyl-1H-indole-2-carboxylic acid ethyl ester
反応式
[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([C:15]#[N:16])=[CH:10][CH:9]=2)=[O:5])[CH3:2]>C(Cl)Cl>[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([CH2:15][NH2:16])=[CH:10][CH:9]=2)=[O:5])[CH3:2]参加物
3
実験手順
A solution of 5-Cyano-1H-indole-2carboxylic acid ethyl ester (1.8 grams, 8.4 mmole) and Bu4N+BH3− in methylene chloride (80 ml) was refluxed for 4 hours. The mixture was concentrated to a brown oil which was dissolved in 10% hydrochloric acid (50 ml) and refluxed for 1 hour. The mixture was extracted with ethyl acetate (discarded) and the pH was neutralized. The aqueous was extracted with ethyl acetate. The combined extracts were dried over Na2SO4, filtered, and concentrated to give a solid. (0.920 g). MW 218.258; MS (m/e) 218 (M+).
後処理
- concentrationThe mixture was concentrated to a brown oil which
- dissolutionwas dissolved in 10% hydrochloric acid (50 ml)