反应详情

温度

90 °C

To a mixture of triethyl orthoformate (25 mL) and benzyl trans-4-aminocyclohexanecarboxylate monohydrochloride (1.4 g) were added triethylamine (0.77 mL) and acetic acid (2.0 mL), and the mixture was stirred at 90° C. for 30 min. To this mixture was added sodium azide (1.6 g), and the mixture was stirred at 90° C. for 12 hr. The mixture was cooled, diluted with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried and concentrated under reduced pressure. The residue was washed with hexane, filtered through silica gel (eluted with ethyl acetate), and the filtrate was concentrated to give benzyl trans-4-(1H-tetrazol-1-yl)cyclohexanecarboxylate (0.78 g, 54%) as a white powder.

1. stirringthe mixture was stirred at 90° C. for 12 hr
2. temperatureThe mixture was cooled
3. extractionextracted with ethyl acetate
4. washThe extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine
5. customdried
6. concentrationconcentrated under reduced pressure
7. washThe residue was washed with hexane
8. filtrationfiltered through silica gel (eluted with ethyl acetate)
9. concentrationthe filtrate was concentrated