反应详情

Trifluoroacetic acid (5 mL) was added to 1-(2-benzyloxy-4-nitro-phenyl)-4-(4,6-dimethyl-pyridin-2-yl)-piperazine (720 mg, 1.72 mmol) at between 0 and 5° C. followed by concentrated hydrochloric acid (2 mL). The mixture was heated at reflux overnight then cooled to between 0 and 5° C. and quenched with saturated sodium bicarbonate solution (30 mL). Chloroform (30 mL) was added and the mixture stirred for 15 min. The organic phase was separated and the aqueous phase was extracted with chloroform (30 mL). The combined organic phases were washed successively with water (2×30 mL) then brine (30 mL), dried over anhydrous sodium sulfate and concentrated in vacuo to give a residue. Trituration with petroleum ether afforded 2-[4-(4,6-dimethyl-pyridin-2-yl)-piperazin-1-yl]-5-nitro-phenol (510 mg, 90%) as a brownish-yellow solid.

1. temperatureThe mixture was heated
2. temperatureat reflux overnight
3. temperaturethen cooled to between 0 and 5° C.
4. customquenched with saturated sodium bicarbonate solution (30 mL)
5. additionChloroform (30 mL) was added
6. customThe organic phase was separated
7. extractionthe aqueous phase was extracted with chloroform (30 mL)
8. washThe combined organic phases were washed successively with water (2×30 mL)
9. dry with materialbrine (30 mL), dried over anhydrous sodium sulfate
10. concentrationconcentrated in vacuo
11. customto give a residue