反应详情

Sodium hydride (1.57 g of 50% dispersion, 32 mmol) was washed twice with hexanes, covered with DMF (100 mL), and a mixture of 3,4-diphenyl-lH-pyrazole and 4,5-diphenyl-lH-pyrazole (6.00 g, 27 mmol) was added. After gas evolution had ceased, the mixture was stirred for 10 minutes before adding methyl 8-bromooctanoate (7.10 g, 30 mmol). The mixture was stirred at room temperature for 40 minutes, diluted with water, and extracted with diethyl ether (3 times). The combined extracts were washed with water (3 times), dried over sodium sulfate, and concentrated in vacuo to leave an oil. Repeated chromatography on a column of silica gel using a mixture of hexanes and diethyl ether (2:1) as eluant provided methyl 3,4-diphenyl-lH-pyrazole-1-octanoate (6.11 g, 59%) as an oil. MS(CI): m/e =377 (MH+).

1. additionwas added
2. stirringThe mixture was stirred at room temperature for 40 minutes
3. extractionextracted with diethyl ether (3 times)
4. washThe combined extracts were washed with water (3 times)
5. dry with materialdried over sodium sulfate
6. concentrationconcentrated in vacuo
7. customto leave an oil