반응 #1563900

반응 방정식

ethanol

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

HCl

→

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

수율 25.0%

용매

water

반응 조건

후처리

1. 1
   온도at refluxed temperature
2. 2
   여과the mixture was filtered
3. 3
   세척washed with methanol
4. 4
   농축The filtrate was concentrated
5. 5
   기타purified by column chromatography (petroleum ether/ethyl acetate 1%-5%)

실험 절차

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).

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