反应详情

(4-Hydroxymethyl-pyridin-2-yl)-carbamic acid tert-butyl ester (1.91 g, 8.51 mmol) was dissolved in dry DMSO (10 mL) and the reaction flask immersed in a waterbath at 15° C. Triethylamine (1.72 g, 17.0 mmol) was added followed by sulfur trioxide pyridine complex (2.41 g, 15.1 mmol). The reaction mixture was stirred for 2 h and poured onto crushed ice and the product extracted with CHCl3. The organic extract was washed with water, dried concentrated under reduced pressure. The crude product was purified by flash chromatography (hexane/EtOAc, 80:20) to give (4-Formyl-pyridin-2-yl)-carbamic acid tert-butyl ester (1.57 g, 83%).

1. customimmersed in a waterbath at 15° C
2. additionpoured
3. customonto crushed ice
4. extractionthe product extracted with CHCl3
5. extractionThe organic extract
6. washwas washed with water
7. customdried
8. concentrationconcentrated under reduced pressure
9. customThe crude product was purified by flash chromatography (hexane/EtOAc, 80:20)