تفاعل #156510

معادلة التفاعل

2,5-difluorobenzaldehyde

nitroethane

cyclohexylamine

→

1-(2,5-Difluorophenyl)-2-nitropropene

المردود 81.3%

المذيبات

acetic acid

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling to rt the solvent
2. 2
   أخرىwas evaporated
3. 3
   أخرىthe residue was purified by column chromatography (silica-gel, CH2Cl2/acetone=19/1 v/v)
4. 4
   أخرىto give a yellow solid product, 28.5 g, 81.3% yield

الإجراء التجريبي

A mixture of 2,5-difluorobenzaldehyde (25.0 g, 0.176 mol), nitroethane (26.41 g, 0.352 mol) and cyclohexylamine (17.45 g, 0.176 mol) in 150 mL of acetic acid was stirred at 80° C. overnight. After cooling to rt the solvent was evaporated, the residue was purified by column chromatography (silica-gel, CH2Cl2/acetone=19/1 v/v) to give a yellow solid product, 28.5 g, 81.3% yield. MS: 197.6 [M−H]−. 1H NMR (DMSO-d6, 500 MHz): δ 7.94 (s, 1H), 7.46-7.43 (m, 1H), 7.41-7.35 (m, 2H), 2.31 (s, 3H).

المصدر