反応 #417365

反応方程式

6-hydroxymethyl-3-propylindole

→

6-formyl-3-propylindole

収率 95.0%

溶媒

methylene chloride

反応条件

後処理

1. 1
   ろ過filtered through a pad of diatomaceous earth
2. 2
   洗浄washing the pad several times with methylene chloride (5×30 ml)
3. 3
   その他The filtrate was evaporated

実験手順

Manganese dioxide (5.05 g) was added in one portion to a sirred solution of 6-hydroxymethyl-3-propylindole (1.1 g) in methylene chloride (50 ml) under an atmosphere of nitrogen. The mixture was vigorously stirred for 60 min, filtered through a pad of diatomaceous earth, washing the pad several times with methylene chloride (5×30 ml). The filtrate was evaporated to give 6-formyl-3-propylindole (1.03 g, 95%) as a pale yellow oil; partial NMR (250 MHz, DMSO-d6): 0.93 (t, 3H, CH2CH3), 1.65(m, 2H, CH2CH3), 2.65(t, 2H, CH2CH2CH3), 9.98(s, 1H, CHO).

出典