反応 #536966

反応方程式

dibenzyl chlorophosphate

tetrahydrofuran

4-ethylresorcinol

sodium hydride

→

1,3-bis(dibenzylphosphonooxy)-4-ethylbenzene

収率 84.0%

溶媒

water

反応条件

後処理

1. 1
   workup.STIRRINGAfter stirring at room temperature for 3 hours
2. 2
   抽出the extraction
3. 3
   洗浄Then, the extract was washed with saturated brine (10 ml)
4. 4
   乾燥dried with anhydrous sodium sulfate
5. 5
   濃縮concentrated

実験手順

To a tetrahydrofuran solution (10 ml) of 4-ethylresorcinol (423 mg), sodium hydride (60% dispersion in liquid paraffin) (269 mg) was added and stirred at 0° C. for 30 minutes. Then, dibenzyl chlorophosphate (10 w/v % solution in benzene) (20 ml) was added dropwise. After stirring at room temperature for 3 hours, water (10 ml) was added to the reaction mixture, and the extraction was carried out with ethyl acetate (30 ml). Then, the extract was washed with saturated brine (10 ml), dried with anhydrous sodium sulfate and then concentrated. The residue (2.16 g) was subjected to silica gel chromatography (silica gel 60 g, chloroform to chloroform:methanol=50:1), to give 1,3-bis(dibenzylphosphonooxy)-4-ethylbenzene (1.65 g, yield: 84%) as a yellow liquid.

出典