反応 #3870

反応方程式

7-Methoxy-3-piperidino-2,2-dimethylbenzofuran

HBr

→

desired product

7-Hydroxy-3-piperidino-2,2-dimethylbenzofuran

溶媒

acetic acid

反応条件

後処理

1. 1
   温度the solution refluxed for 3 hours
2. 2
   workup.ADDITIONThe reaction mixture is poured
3. 3
   その他The alkaline reaction mixture
4. 4
   抽出is extracted with methylene chloride
5. 5
   洗浄the organic phase washed with water
6. 6
   その他dried
7. 7
   ろ過filtered
8. 8
   その他evaporated in vacuo
9. 9
   その他The residue is chromatographed on silica gel eluting with ethyl acetate/hexane (1:3)

実験手順

7-Methoxy-3-piperidino-2,2-dimethylbenzofuran (65.1 g) is added to a stirred mixture of glacial acetic acid (340 ml) and 48% HBr (340 ml) and the solution refluxed for 3 hours. The reaction mixture is poured into crushed ice/H2O and brought to a pH=8-10. The alkaline reaction mixture is extracted with methylene chloride and the organic phase washed with water, dried, filtered and evaporated in vacuo. The residue is chromatographed on silica gel eluting with ethyl acetate/hexane (1:3) affording the desired product as a liquid.

出典