반응 #3870

반응 방정식

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

HBr

→

desired product

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

용매

acetic acid

반응 조건

후처리

1. 1
   온도the solution refluxed for 3 hours
2. 2
   workup.ADDITIONThe reaction mixture is poured
3. 3
   기타The alkaline reaction mixture
4. 4
   추출is extracted with methylene chloride
5. 5
   세척the organic phase washed with water
6. 6
   기타dried
7. 7
   여과filtered
8. 8
   기타evaporated in vacuo
9. 9
   기타The residue is chromatographed on silica gel eluting with ethyl acetate/hexane (1:3)

실험 절차

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.

출처