반응 #41148

반응 방정식

5-bromomethyl-1-tert-butyl-1H-pyrazole-4-carboxylic acid methyl ester

sodium ethoxide

ethanol

→

1-tert-butyl-5-ethoxymethyl-1H-pyrazole-4-carboxylic acid ethyl ester

수율 51.0%

반응 조건

후처리

1. 1
   농축At this time, the reaction was concentrated in vacuo
2. 2
   기타The residue was partitioned between ethyl acetate (75 mL) and water (50 mL)
3. 3
   세척The organics were washed with a saturated aqueous sodium bicarbonate solution (1×50 mL)
4. 4
   건조a saturated aqueous sodium chloride solution (1×50 mL), dried over magnesium sulfate
5. 5
   여과filtered
6. 6
   농축concentrated in vacuo

실험 절차

A solution of 5-bromomethyl-1-tert-butyl-1H-pyrazole-4-carboxylic acid methyl ester (220 mg, 0.79 mmol) in ethanol (4.0 mL, 0.2M) was treated with sodium ethoxide (65.4 mg, 0.96 mmol). The reaction mixture was warmed to 90° C. where it was stirred for 2.5 h. At this time, the reaction was concentrated in vacuo. The residue was partitioned between ethyl acetate (75 mL) and water (50 mL). The organics were washed with a saturated aqueous sodium bicarbonate solution (1×50 mL) and a saturated aqueous sodium chloride solution (1×50 mL), dried over magnesium sulfate, filtered and concentrated in vacuo to afford 1-tert-butyl-5-ethoxymethyl-1H-pyrazole-4-carboxylic acid ethyl ester (102.8 mg, 51%) as an orange oil. The material was used without further purification.

출처