反応 #582501

反応方程式

4-Hydroxybenzaldehyde

dihydropyran

pyridinium p-toluenesulphonate

→

oil

収率 87.0%

4-(Tetrahydro-pyran-2-yloxy)-benzaldehyde

収率 87.0%

溶媒

dichloromethane

反応条件

後処理

1. 1
   洗浄The mixture was washed with dilute aqueous sodium hydroxide solution (2×300 ml), water (200 ml), brine (300 ml)
2. 2
   乾燥finally with water (250 ml), dried over sodium sulphate
3. 3
   その他evaporated to dryness

実験手順

4-Hydroxybenzaldehyde (43.4 g, 0.355 mol), dihydropyran (44.4 ml, 0.495 mol), pyridinium p-toluenesulphonate (11.6 g, 0.046 mol, 0.1 mol equiv.) and dichloromethane (300 ml) were stirred for 16 h at room temperature. The mixture was washed with dilute aqueous sodium hydroxide solution (2×300 ml), water (200 ml), brine (300 ml), and finally with water (250 ml), dried over sodium sulphate and evaporated to dryness to leave a dark brown oil(63 g, 87%). This was used without further purification in the following step 1CW02. 1H NMR showed expected signals.

出典