Реакция #3870

Уравнение реакции

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

HBr

→

desired product

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

Растворители

acetic acid

Условия реакции

Обработка

1. 1
   Температураthe solution refluxed for 3 hours
2. 2
   workup.ADDITIONThe reaction mixture is poured
3. 3
   ДругоеThe alkaline reaction mixture
4. 4
   Экстракцияis extracted with methylene chloride
5. 5
   Промывкаthe organic phase washed with water
6. 6
   Другоеdried
7. 7
   Фильтрацияfiltered
8. 8
   Другоеevaporated in vacuo
9. 9
   ДругоеThe residue is chromatographed on silica gel eluting with ethyl acetate/hexane (1:3)

Методика

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.

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