反应详情

Charge a 300 mL PARR reactor with N-[(1R)-1-(4-bromophenyl)ethyl]-methanesulfonamide (10 g, 35 mmol), (1,1′-bis(diphenylphosphino)-ferrocene)palladium(II) chloride (733 mg, 0.9 mmol), sodium carbonate (3.81 g, 35 mmol) and DMF (50 mL). Add triethylsilane (11.6 mL, 0.72 mmol) and purge the reactor with carbon monoxide three times. Pressurize the PARR reactor with carbon monoxide (50 psi) and stir the mixture at 90° C. for 15 hours. Cool the reactor to ambient temperature; filter through Celite® pad; and wash the pad with DCM (150 mL). Sequentially wash the filtrate with water then brine (2×80 mL). Concentrate the organic phase under reduced pressure to provide an orange oil residue. Purify the residue by silica gel flash chromatography eluting with hexane/EtOAc (0 to 30% EtAc) to provide the title compound (5.6 g, 70%, ee>98%). MS (m/z): 228 (M+1).

1. filtrationfilter through Celite® pad
2. washand wash the pad with DCM (150 mL)
3. washSequentially wash the filtrate with water
4. concentrationConcentrate the organic phase under reduced pressure
5. customto provide an orange oil residue
6. customPurify the residue by silica gel flash chromatography
7. washeluting with hexane/EtOAc (0 to 30% EtAc)