反应详情

Potassium carbonate (1.4 g, 10 mmol) was added to a solution of methyl 2-(2-(chloromethyl)phenyl)acetate (940 mg, 4.7 mmol) in acetonitrile (20 mL). 4-Amino-N-Boc-piperidine (1.13 g, 5.6 mmol) was added to the mixture. Reaction was heated at reflux for 1 hour. Mixture was cooled to room temperature and then filtered over celite. Filtrate was concentrated in vacuo. Residue was treated with toluene (29 mL). Acetic acid (1.5 ml) was added to the mixture. Reaction was heated at reflux for 2 hours. Mixture was concentrated in vacuo. Residue was treated with ethyl acetate (50 mL). Mixture was washed successively with aqueous sodium bicarbonate (2×30 mL), 1N hydrochloric acid (30 mL), and brine (20 mL). Organic layer was dried (magnesium sulfate), filtered and concentrated in vacuo. Silica gel chromatography gave the title compound as lightly colored oil in 40% yield. MS m/e (M+H)+=331.2.

1. customReaction
2. temperaturewas heated
3. temperatureat reflux for 1 hour
4. filtrationfiltered over celite
5. concentrationFiltrate was concentrated in vacuo
6. additionResidue was treated with toluene (29 mL)
7. additionAcetic acid (1.5 ml) was added to the mixture
8. customReaction
9. temperaturewas heated
10. temperatureat reflux for 2 hours
11. concentrationMixture was concentrated in vacuo
12. additionResidue was treated with ethyl acetate (50 mL)
13. washMixture was washed successively with aqueous sodium bicarbonate (2×30 mL), 1N hydrochloric acid (30 mL), and brine (20 mL)
14. dry with materialOrganic layer was dried (magnesium sulfate)
15. filtrationfiltered
16. concentrationconcentrated in vacuo