反应详情

To a mixture of 4-tert-butyl-2-[5-(2-carboxyphenylthiomethyl)benzofuran-2-yl]thiazole (0.65 g) in tetrahydrofuran (10 ml), lithium aluminum hydride (0.12 g) was added under cooling with ice bath. After being stirred at ambient temperature for 5 hours, the resulting mixture was poured into a mixture of ice and diluted aqueous hydrochloric acid and extracted with toluene. The organic layer was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to column chromatography on silica gel and eluted with a mixture of ethyl acetate and toluene (1:9). The fractions containing object compound were combined and concentrated under reduced pressure to give 4-tert-butyl-2-[5-(2-hydroxymethylphenylthiomethyl)benzofuran-2-yl]thiazole (0.45 g).

1. additionwas added
2. temperatureunder cooling with ice bath
3. extractionextracted with toluene
4. washThe organic layer was washed with brine
5. dry with materialdried over magnesium sulfate
6. concentrationconcentrated under reduced pressure
7. washeluted with a mixture of ethyl acetate and toluene (1:9)
8. additionThe fractions containing object compound
9. concentrationconcentrated under reduced pressure