反应详情

To a slurry of 13.72 g (0.05310 mol) of 4-cyclohexyl-3-methyl-4-oxo-3-phenylbutyraldehyde and 11.57 g (0.05058 mol) of 1-(2′-methoxyphenyl)piperazine hydrochloride in 391 mL of CH2Cl2 was added 9.7 mL of AcOH to make the reaction mixture homogeneous. To the reaction solution was added slowly 14.63 g (0.06904 mol) of NaBH(OAc)3. After stirring over 4 days (reaction should be complete within 2-5 h), 200 mL of 1N HCl (aq) was added to quench reaction mixture (pH=1). The mixture was extracted with 200 mL of CH2C12. The CH2Cl2 extract was washed again with 200 mL of 1N HCl (aq) (pH=1). Both HCl (aq) washes were combined and saved. The organic extract was washed with 200 mL of 1N NaOH (aq) (pH=14). An emulsion formed and was broken up by addition of 100 mL of water and 100 mL of MTBE. The organic phase was washed again with 200 mL of 1N NaOH (aq) (pH=14) and washed with 200 mL of 25% NaCl (aq), dried over MgSO4, gravity filtered and concentrated to afford 22.74 g of crude title compound as an amber oil. HPLC analysis against pure standard showed that crude product oil has 13.66 g (61.71%) of title compound.

1. additionwas added
2. customto quench
3. customreaction mixture (pH=1)
4. extractionThe mixture was extracted with 200 mL of CH2C12
5. extractionThe CH2Cl2 extract
6. washwas washed again with 200 mL of 1N HCl (aq) (pH=1)
7. extractionThe organic extract
8. washwas washed with 200 mL of 1N NaOH (aq) (pH=14)
9. customAn emulsion formed
10. washThe organic phase was washed again with 200 mL of 1N NaOH (aq) (pH=14)
11. washwashed with 200 mL of 25% NaCl (aq)
12. dry with materialdried over MgSO4, gravity
13. filtrationfiltered
14. concentrationconcentrated