反应详情

Diisopropyl azodicarboxylate (10.56 mL, 1.6 eq.) was added to a cold (0° C.) mixture of 3-methyl-4-nitrophenol (5 g, 1.0 eq.), 1-tert-butyloxycarbonyl-4-hydroxy-piperidine (9.96 g, 1.6 eq.) and triphenylphosphine (13.85 g, 1.6 eq.) in tetrahydrofuran (205 mL). After 1 h stirring, the mixture was evaporated to dryness and dissolved in tert-butylmethylether. The organic phase was washed with 0.5M sodium hydroxide solution and 5% sodium chloride solution, dried over sodium sulfate, filtered and evaporated to dryness. The product was recrystallized from methanol to yield 9.498 g (88%) as white crystals. MS (m/e): 336.2 (M, 10%).

1. customthe mixture was evaporated to dryness
2. dissolutiondissolved in tert-butylmethylether
3. washThe organic phase was washed with 0.5M sodium hydroxide solution and 5% sodium chloride solution
4. dry with materialdried over sodium sulfate
5. filtrationfiltered
6. customevaporated to dryness
7. customThe product was recrystallized from methanol
8. customto yield 9.498 g (88%) as white crystals