Реакция #57634

Уравнение реакции

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

K2CO3

phenylboronic acid

1,2-dimethoxyethane

→

3-methyl-4-phenyl-benzofuran-2-carboxylic acid tert-butyl ester

Выход 77.0%

Растворители

water

Условия реакции

Обработка

1. 1
   ТемператураThe mixture was heated
2. 2
   Экстракцияwas extracted with ethyl acetate
3. 3
   ЭкстракцияThe organic extract
4. 4
   Промывкаwas washed with water
5. 5
   Сушкаdried over sodium sulfate
6. 6
   ФильтрацияFiltration
7. 7
   Другоеfollowed by removal of the solvent in vacuo
8. 8
   Другоеgave the crude product (71 mg), which
9. 9
   Другоеwas purified by column chromatography

Методика

3-Methyl-4-trifluoromethanesulfonyloxy-benzofuran-2-carboxylic acid tert-butyl ester (85 mg, 0.25 mmol) was mixed with K2CO3 (68 mg, 0.5 mmol), phenylboronic acid (31 mg, 0.25 mmol), Pd(Ph3)4 (14 mg, 0.01 mmol), 1 mL of 1,2-dimethoxyethane and 2 drops of water. The mixture was heated and stirred in an 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. Filtration followed by removal of the solvent in vacuo gave the crude product (71 mg), which was purified by column chromatography to give 53 mg (77% yield) of 3-methyl-4-phenyl-benzofuran-2-carboxylic acid tert-butyl ester, obtained as white solid.

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