反应详情

A slurry of AlCl3 (946 mg, 7.11 mmol) in CH2Cl2 (7 ml) was treated with tert-butylaminoborane (1.24 g, 14.22 mmol) at 0° C. and stirred for 30 minutes. Next, a solution of the product from step e) (671 mg, 2.37 mmol) in CH2Cl2 (5 ml) was added dropwise to the AlCl3/borane solution. After 2 hours at 0° C., the crude reaction mixture was poured into cold 10% HCl, treated with 2 M NaOH to pH 12 and extracted with CH2Cl2 (3×75 ml). The combined organic extracts were washed with brine (75 ml), dried (MgSO4), and solvent evaporated in vacuo leaving the crude product that was purified by silica-gel chromatography using a ethyl acetate/hexanes gradient (0% to 75% ethyl acetate) to give the subtitle compound (409 mg, 64%). MS calculated for C17H19NS+H 270, observed 270.

1. waitAfter 2 hours at 0° C.
2. customthe crude reaction mixture
3. extractionextracted with CH2Cl2 (3×75 ml)
4. washThe combined organic extracts were washed with brine (75 ml)
5. dry with materialdried (MgSO4), and solvent
6. customevaporated in vacuo
7. customleaving the crude product that
8. customwas purified by silica-gel chromatography