反应详情

To a mixture of ethyl 5-formyl-1,4-dimethyl-1H-pyrrole-2-carboxylate (0.99 g) and methanol (10 ml) was added sodium borohydride (0.38 g) under ice-cooling, followed by stirring for 5 minutes under ice-cooling. To a reaction mixture was added a saturated aqueous ammonium chloride solution under ice-cooling, followed by stirring at room temperature for 0.5 hour. To the reaction mixture were added water and ethyl acetate, and the aqueous layer was separated and extracted with ethyl acetate. The organic layer was combined, washed with a saturated sodium bicarbonate solution and saturated brine in this order, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4:1) to obtain ethyl 5-hydroxymethyl-1,4-dimethyl-1H-pyrrole-2-carboxylate (0.66 g).

1. temperaturecooling
2. temperaturecooling
3. temperaturecooling
4. stirringby stirring at room temperature for 0.5 hour
5. customthe aqueous layer was separated
6. extractionextracted with ethyl acetate
7. washwashed with a saturated sodium bicarbonate solution and saturated brine in this order
8. dry with materialdried over anhydrous magnesium sulfate
9. concentrationconcentrated under reduced pressure
10. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=4:1)