反应详情

To 2.35 g (8.76 mmol) of 3-(3,4-dichloro-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octan-3-ol in 50 mL of Cl(CH2)2Cl is added 1.92 mL (3.13 g, 26.67 mmol) SOCl2. After stirring at 23 C for 17 h, the reaction mixture is poured into 5 N NaOH, extracted with 1×100 mL H2O, 1×100 mL brine, dried over MgSO4, filtered and extracted to give a brown oil. Flash chromatography on SiO2, eluting with CHCl3/MeOH (40/1 to 10/1) gives 1.24 g (4.62 mmol, a 53% yield) of the title compound as an orange oil. MS (ES) m/z 269 (MH)+.

1. extractionextracted with 1×100 mL H2O, 1×100 mL brine
2. dry with materialdried over MgSO4
3. filtrationfiltered
4. extractionextracted
5. customto give a brown oil
6. washFlash chromatography on SiO2, eluting with CHCl3/MeOH (40/1 to 10/1)
7. customgives 1.24 g (4.62 mmol