反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
To a solution of di-tert-butyl [5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-benzoxazol-3-yl]imidodicarbonate (0.81 g, 1.8 mmol) in tetrahydrofuran (15 mL) was added 30% w/v aqueous hydrogen peroxide (0.75 mL, 7.0 mmol). The mixture was stirred at ambient temperature for 18 h and concentrated in vacuo. The residue was taken up in ethyl acetate (20 mL), washed with water (2×15 mL), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to afford di-tert-butyl (5-hydroxy-1,2-benzoxazol-3-yl)imidodicarbonate as a colorless solid in quantitative yield (0.65 g): 1H NMR (300 MHz, CDCl3) δ7.46-7.43 (m, 1H), 7.12-7.09 (m, 1H), 6.86-6.85 (m, 1H), 1.39-1.36 (m, 9H), 1.26-1.21 (m. 9H); MS (ES+) m/z 350.9 (M+1).
WORKUP
后处理
- concentrationconcentrated in vacuo
- washwashed with water (2×15 mL)
- dry with materialdried over anhydrous sodium sulfate
- filtrationfiltered
- concentrationconcentrated in vacuo