Nitric Acid → 1-Methyl-2-nitro-4-(pentafluoroethyl)benzene
反応式
[N+:1]([O-:4])(O)=[O:2].[F:5][C:6]([F:18])([C:11]1[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=1)[C:7]([F:10])([F:9])[F:8]>S(=O)(=O)(O)O>[N+:1]([C:13]1[CH:12]=[C:11]([C:6]([F:5])([F:18])[C:7]([F:9])([F:10])[F:8])[CH:16]=[CH:15][C:14]=1[CH3:17])([O-:4])=[O:2]参加物
4
実験手順
A mixture of concentrated nitric acid (1 ml) and concentrated sulphuric acid (2 ml) was added to a cooled stirred suspension of 4-pentafluoroethyltoluene (2.1 g) in concentrated sulphuric acid (5 ml) whilst maintaining the temperature below 5° C. The mixture was stirred at 0° C. for 10 minutes, allowed to warm to room temperature and stirred for 1.5 hours. It was poured onto ice (30 ml) and extracted with ether (2×25 ml). The combined organic extracts were washed with aqueous sodium carbonate (2M, 2×25 ml), water (25 ml), saturated aqueous sodium chloride solution (25 ml), dried (anhydrous magnesium sulphate) and filtered. The filtrate was evaporated to dryness to give 2-nitro-4-pentafluoroethyltoluene (2.04 g) as a pale yellow oil NMR (CDCl3) 2.7(s,3H), 7.45(d, 1H), 7.7(d, 1H), 8.1(s, 1H).