반응 #57648

반응 방정식

3-Methyl-4-trifluoromethanesulfonyloxy-benzofuran-2-carboxylic acid tert-butyl ester

K2CO3

furan-3-boronic acid

1,2-dimethoxyethane

→

4-furan-3-yl-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester

수율 68.4%

용매

water

water

반응 조건

후처리

1. 1
   온도The mixture was heated
2. 2
   추출was extracted with ethyl acetate
3. 3
   추출The organic extract
4. 4
   세척was washed with water
5. 5
   건조dried over sodium sulfate
6. 6
   기타Removal of the solvent in vacuo
7. 7
   기타gave the crude product, which
8. 8
   기타was purified by column chromatography

실험 절차

3-Methyl-4-trifluoromethanesulfonyloxy-benzofuran-2-carboxylic acid tert-butyl ester (285 mg, 0.75 mmol) was mixed with K2CO3 (207 mg, 2.2 eq), furan-3-boronic acid (101 mg, 1.2 eq), Pd(Ph3)4 (43 mg, 0.05 eq), 3 mL of 1,2-dimethoxyethane and 0.5 mL of water. The mixture was heated and stirred in a 85° C. oil bath for 2 h. The reaction mixture was poured into water and was extracted with ethyl acetate. The organic extract was washed with water and dried over sodium sulfate. Removal of the solvent in vacuo gave the crude product, which was purified by column chromatography to give 153 mg of 4-furan-3-yl-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester, obtained as white solid.

출처