반응 #1473045

반응 방정식

potassium carbonate

4-chloro-3-(4-chloro-2-fluoro-5-hydroxyphenyl)-5-difluoromethoxy-1-methylpyrazole

ethyl 2-bromomethyl-3-furancarboxylate

sodium chloride

→

ethyl 2-[2-chloro-5-(4-chloro-5-difluoromethoxy-1-methylpyrazol-3-yl)-4-fluorophenoxymethyl]-3-furancarboxylate

수율 98.1%

용매

acetone

반응 조건

후처리

1. 1
   온도The mixture is heated
2. 2
   온도to reflux temperature
3. 3
   추출extracted with ethyl acetate (3×150)
4. 4
   세척The joined organic phases are washed with a saturated solution of sodium chloride
5. 5
   농축concentrated under vacuum
6. 6
   기타The raw product is purified by means of silica gel chromatography
7. 7
   workup.ADDITIONa mixture of hexane/ethyl acetate

실험 절차

2.32 g (16.81 mmoles) of potassium carbonate are added to a solution prepared with 5 g (15.28 mmoles) of 4-chloro-3-(4-chloro-2-fluoro-5-hydroxyphenyl)-5-difluoromethoxy-1-methylpyrazole, 3.92 g (16.81 mmoles) of ethyl 2-bromomethyl-3-furancarboxylate and 100 ml of acetone. The mixture is heated to reflux temperature under stirring for 2 hours. The raw product is then poured into 500 ml of a saturated solution of sodium chloride and extracted with ethyl acetate (3×150). The joined organic phases are washed with a saturated solution of sodium chloride, anhydrified with sodium sulfate and concentrated under vacuum. The raw product is purified by means of silica gel chromatography using a mixture of hexane/ethyl acetate: 8/2 as eluant. 7.18 g of ethyl 2-[2-chloro-5-(4-chloro-5-difluoromethoxy-1-methylpyrazol-3-yl)-4-fluorophenoxymethyl]-3-furancarboxylate (Compound Nr. 2) are obtained (yield 98%), as a white solid having a melting point of 59-61° C.

출처