反应详情

Tin (II) chloride dihydrate (67.0 g, 297 mmol) was added in portions to a solution of 1-(2-methyl-allyl)-4-(4-nitro-phenyl)-piperazine (prepared as described in Reference Example 40, 13 g, 50 mmol) in ethyl acetate (200 mL) at room temperature. The mixture was heated to reflux for 4 hours then the solvent was evaporated under reduced pressure. The resulting residue was diluted with water and basified with 10% sodium hydroxide solution to pH ˜10 then extracted with ethyl acetate (4×100 mL). The combined organic layers were washed twice with saturated brine then dried over sodium sulfate. Filtration and concentration in vacuo gave a gummy mass which was washed repeatedly with small volumes of 1:3 ether/hexane to afford a solid. This was slurried with hexane, filtered and dried under vacuum at room temperature to afford 1-(2-methyl-allyl)-4-(4-amino-phenyl)-piperazine (8.5 g, 74%) as light yellow solid.

1. temperatureThe mixture was heated
2. temperatureto reflux for 4 hours
3. customthe solvent was evaporated under reduced pressure
4. additionThe resulting residue was diluted with water and basified with 10% sodium hydroxide solution to pH ˜10
5. extractionthen extracted with ethyl acetate (4×100 mL)
6. washThe combined organic layers were washed twice with saturated brine
7. dry with materialthen dried over sodium sulfate
8. filtrationFiltration and concentration in vacuo
9. customgave a gummy mass which
10. washwas washed repeatedly with small volumes of 1:3 ether/hexane
11. customto afford a solid
12. filtrationfiltered
13. customdried under vacuum at room temperature