反応 #447150
ord-b0690a4daaea429f95235211feebaa22
反応方程式
反応物
反応条件
後処理
- 1その他transferred to a separatory funnel
- 2乾燥the chloroform layer is dried over magnesium sulfate
- 3ろ過filtered
- 4その他to yield a solution
- 5洗浄The reaction mixture is washed with water (3×200 ml) and saturated sodium bicarbonate solution (3×200 ml)
- 6乾燥dried over anhydrous magnesium sulfate
- 7ろ過filtered
- 8濃縮concentrated in-vacuo
- 9その他to afford an oil
実験手順
Commercially available peracetic acid (57 g) produced by the oxidation of acetic acid with hydrogen peroxide using sulfuric acid as catalyst, and containing about 35 wt % of peracetic acid, about 19 wt % of water, about 0.6 wt % of hydrogen peroxide, about 1 wt % of sulfuric acid, and the remainder acetic acid, is mixed with chloroform (250 ml) and transferred to a separatory funnel. The upper aqueous layer is discarded and the chloroform layer is dried over magnesium sulfate and filtered to yield a solution containing about 37 wt % of peracetic acid, about 0.6% wt of hydrogen peroxide, and the remainder acetic acid. No more than a trace of sulfuric acid or water is detectable. The solution is added dropwise to an ice cold solution of 4-acetoxystyrene (24.3 g, 0.15 mol) in chloroform (150 ml) containing sodium acetate (5.0 g). After the addition of peracetic acid solution, the reaction mixture is warmed up to room temperature and stirred overnight. The reaction mixture is washed with water (3×200 ml) and saturated sodium bicarbonate solution (3×200 ml), dried over anhydrous magnesium sulfate, filtered, and concentrated in-vacuo to afford an oil characterized by NMR analysis as 4-acetoxystyrene oxide (26.2 g, 98% yield).