反应详情

A mixture of (±) norphenylephrine hydrochloride (10 g, 0.05 mol) and methyl iminopicolinate (8 g, 0.059 mol) in tetrahydrofuran (300 ml) is heated to reflux for 16 hours. The mixture is dissolved in ethyl acetate and water. The aqueous layer is extracted twice with ethyl acetate. The combined ethyl acetate solutions are washed twice with dilute aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated to dryness to obtain a partially crystalline material. This material is triturated with ethyl ether to obtain crystals. These crystals are dissolved in hot acetonitrile and the hot solution is filtered and allowed to cool. The crystals (4 g) are filtered off, washed with acetonitrile and dried in vacuo, m.p. 139°-141° C.

1. temperatureis heated
2. temperatureto reflux for 16 hours
3. extractionThe aqueous layer is extracted twice with ethyl acetate
4. washThe combined ethyl acetate solutions are washed twice with dilute aqueous sodium chloride solution
5. dry with materialdried over anhydrous magnesium sulfate
6. concentrationconcentrated to dryness
7. customto obtain a partially crystalline material
8. customThis material is triturated with ethyl ether
9. customto obtain crystals
10. filtrationthe hot solution is filtered
11. temperatureto cool
12. filtrationThe crystals (4 g) are filtered off
13. washwashed with acetonitrile
14. customdried in vacuo, m.p. 139°-141° C.