반응 #57645

반응 방정식

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

K2CO3

pyridine-4-boronic acid

1,2-dimethoxyethane

→

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

수율 74.2%

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 solvent
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 (258 mg, 0.68 mmol) was mixed with K2CO3 (207 mg, 2.2 eq), pyridine-4-boronic acid (110 mg, 1.3 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 an 85° C. oil bath for 5 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 solvent gave the crude product, which was purified by column chromatography to give 156 mg of 3-methyl-4-pyridin-4-yl-benzofuran-2-carboxylic acid tert-butyl ester, obtained as white solid.

출처