反应详情

温度

80 °C

To a solution of crude butyl cis-4-{[(methylsulfonyl)oxy]methyl}-cyclohexane carboxylate (35.3 g, 117 mmol) in dimethylformamide (146 ml) was added sodium azide (30.4 g, 468 mmol, 4 equiv.). The mixture was stirred under nitrogen at 80° C. for eight hours. Approximately one-half of the dimethylformamide was distilled off (80° C. oil bath, 3.5 mm). The residue was diluted with water (750 ml) and extracted with ether (3×250 ml). The combined extract was washed with water (2×100 ml) and brine (100 ml), dried (sodium sulfate), filtered, and the solvent was evaporated under reduced pressure to give crude butyl cis-4-(azidomethyl)cyclohexanecarboxylate (26.80 g, 98%) as a yellow oil.

1. distillationApproximately one-half of the dimethylformamide was distilled off (80° C. oil bath, 3.5 mm)
2. additionThe residue was diluted with water (750 ml)
3. extractionextracted with ether (3×250 ml)
4. extractionThe combined extract
5. washwas washed with water (2×100 ml) and brine (100 ml)
6. dry with materialdried (sodium sulfate)
7. filtrationfiltered
8. customthe solvent was evaporated under reduced pressure