تفاعل #40880

معادلة التفاعل

2,5-bis trifluoromethyl benzaldehyde

tert butyl sulfinamide

→

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

المردود 91.0%

المذيبات

water

DCM

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةat reflux for 3 days
2. 2
   استخلاصextracted with DCM
3. 3
   غسيلThe extracts were washed with water
4. 4
   تجفيفdried (MgSO4)
5. 5
   أخرىevaporated in vacuo to an off white solid which
6. 6
   أخرىwas purified by chromatography (silica, 4-10% EtOAc/isohexane)

الإجراء التجريبي

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+).

المصدر