反应详情

To a solution of 4-(dimethylaminocarbonyloxy)-3-(methoxy)benzaldehyde (0.5 g) in 1,2-dichloromethane (9 ml) was added 1-(3-methoxyphenyl)piperazine (0.48 g) in 1,2-dichloroethane (1 ml) and sodium triacetoxyborohydride (0.66 g), with stirring. The reaction mixture was stirred at ambient temperature for 16 hrs, poured into ice/sodium carbonate solution and extracted with ethyl acetate. The extracts were washed with water, saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated. The residue was flash chromatographed (silica gel), eluting with chloroform, 1% and 2% methanol:chloroform. The appropriate fractions were collected and concentrated. The residue was flash chromatographed as above. The residue was dissolved in chloroform/ether and ethereal hydrogen chloride was added. The precipitate was collected to give the analytical sample, mp 144-153° C.

1. stirringThe reaction mixture was stirred at ambient temperature for 16 hrs
2. extractionextracted with ethyl acetate
3. washThe extracts were washed with water, saturated sodium chloride solution
4. dry with materialdried over anhydrous sodium sulfate
5. filtrationfiltered
6. concentrationthe filtrate was concentrated
7. customchromatographed (silica gel)
8. washeluting with chloroform, 1% and 2% methanol
9. customThe appropriate fractions were collected
10. concentrationconcentrated
11. customchromatographed as above
12. dissolutionThe residue was dissolved in chloroform/ether
13. additionethereal hydrogen chloride was added
14. customThe precipitate was collected
15. customto give the analytical sample, mp 144-153° C.