反応 #1563900

反応方程式

ethanol

5-tert-Butyl-6-nitrobenzo[d][1,3]dioxole

HCl

→

6-tert-butylbenzo[d][1,3]dioxol-5-amine

収率 25.0%

溶媒

water

反応条件

後処理

1. 1
   温度at refluxed temperature
2. 2
   ろ過the mixture was filtered
3. 3
   洗浄washed with methanol
4. 4
   濃縮The filtrate was concentrated
5. 5
   その他purified by column chromatography (petroleum ether/ethyl acetate 1%-5%)

実験手順

The above prepared 5-tert-Butyl-6-nitrobenzo[d][1,3]dioxole (1.1 g, 5 mmol), Fe (5.5 g, 100 mmol) and HCl (2 ml) was added into ethanol (6 ml) and water (18 ml). The mixture was stirred for 2 h at refluxed temperature. The PH was adjusted to 7-8 and the mixture was filtered and washed with methanol. The filtrate was concentrated and purified by column chromatography (petroleum ether/ethyl acetate 1%-5%) to give 6-tert-butylbenzo[d][1,3]dioxol-5-amine (240 mg, 25%) as a red solid. LCMS: 194 [M+1]+; 1H NMR (400M): (DMSO-d6) δ 1.28 (s, 9H), 4.46 (s, 2H), 5.77 (s, 2H), 6.32 (s, 1H), 6.63 (s, 1H).

出典