تفاعل #40891

معادلة التفاعل

ethyl acetate

triethylamine

2,4-dichlorobenzoyl chloride

→

ethyl [3-(2,4-dichlorobenzoyl)-2-oxocyclohexyl]acetate

المذيبات

dioxane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةat reflux for 16 h
2. 2
   درجة الحرارةto cool
3. 3
   غسيلwashed with saturated sodium bicarbonate
4. 4
   تجفيفThe organics were dried over sodium sulfate
5. 5
   أخرىpurified by column chromatography

الإجراء التجريبي

Intermediate 2 (2 g, 8.44 mmol) was dissolved in dioxane (50 ml) and triethylamine (1.18 ml, 8.44 mmol) and 2,4-dichlorobenzoyl chloride (1.76 g, 844 mmol) added. The reaction mixture was stirred at reflux for 16 h. The mixture was then allowed to cool and diluted with ethyl acetate and washed with saturated sodium bicarbonate and then brine. The organics were dried over sodium sulfate and purified by column chromatography to give the desired ethyl [3-(2,4-dichlorobenzoyl)-2-oxocyclohexyl]acetate (220 mg) as a colourless oil. 1H NMR δ (ppm)(CDCl3): 7.36 (1H, d, J=2.0 Hz), 7.23, (1 H, dd, J=8.3, 2.0 Hz), 7.12 (1 H, d, J=8.3 Hz), 4.13-4.07 (2 H, m), 2.93-2.84 (1 H, m), 2.78 (1 H, dd, J=16.1, 5.9 Hz), 2.45 (1 H, dd, J=16.1, 8.3 Hz), 2.11-1.84 (4 H, m), 1.70-1.62 (1 H, m), 1.51-1.40 (2 H, m), 1.20 (3 H, t, J=7.0 Hz).

المصدر