反応 #40880

反応方程式

2,5-bis trifluoromethyl benzaldehyde

tert butyl sulfinamide

→

N-{(1E)-[2,5-bis(trifluoromethyl)phenyl]methylene}-2-methylpropane-2-sulfinamide

収率 91.0%

溶媒

water

DCM

反応条件

後処理

1. 1
   温度at reflux for 3 days
2. 2
   抽出extracted with DCM
3. 3
   洗浄The extracts were washed with water
4. 4
   乾燥dried (MgSO4)
5. 5
   その他evaporated in vacuo to an off white solid which
6. 6
   その他was purified by chromatography (silica, 4-10% EtOAc/isohexane)

実験手順

A mixture of 2,5-bis trifluoromethyl benzaldehyde (21.5 g, 88.8 mmol), tert butyl sulfinamide (16.1 g, 133 mmol) and anhydrous CuSO4 (16.5 g, 103 mmol) in DCM (94 ml) was stirred at room temperature for 16 hours and at reflux for 3 days. The fine suspension was diluted with water and extracted with DCM. The extracts were washed with water, dried (MgSO4) and evaporated in vacuo to an off white solid which was purified by chromatography (silica, 4-10% EtOAc/isohexane) to give the desired N-{(1E)-[2,5-bis(trifluoromethyl)phenyl]methylene}-2-methylpropane-2-sulfinamide as a white crystalline solid (14.8 g, 91%); 1H NMR δ (ppm)(CDCl3): 8.98 (1 H, d, J=1.8 Hz), 8.46 (1 H, s), 7.92-7.85 (2 H, m), 1.29 (9 H, s); m/z (ES+) 346 (MH+).

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