反応 #62987

反応方程式

2-n-butyl-3-methoxy-5,6-methylenedioxyindene

phosphorus tribromide

→

2-n-butyl-3-bromo-5,6-methylenedioxyindene

収率 68.2%

溶媒

chloroform

反応条件

後処理

1. 1
   洗浄The reaction mixture was washed with water
2. 2
   乾燥a 5% aqueous solution of sodium hydroxide and water successively, dried over anhydrous magnesium sulfate
3. 3
   濃縮concentrated under reduced pressure
4. 4
   その他The residue was purified by column chromatography on silica gel (eluent
5. 5
   workup.ADDITIONa 20:1 mixture of n-hexane and ether)

実験手順

Dissolved in 100 ml of chloroform was 9.3 g of 2-n-butyl-3-methoxy-5,6-methylenedioxyindene, followed by a dropwise addition of 15.4 g of phosphorus tribromide over 1 hour under ice cooling. After stirring the resultant mixture for further 4 hours, the reaction mixture was stirred for additional 4 hours at room temperature. The reaction mixture was washed with water, a 5% aqueous solution of sodium hydroxide and water successively, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: a 20:1 mixture of n-hexane and ether) to give 7.6 g of 2-n-butyl-3-bromo-5,6-methylenedioxyindene having a melting point of 63.0°-64.0° C. as crystals (yield: 68%).

出典