反应详情

温度

90 °C

Combine 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) in a 300 mL PARR reactor. Add triethylsilane (11.6 mL, 0.72 mmol) and purge the reactor with carbon monoxide three times. Charge the reactor with carbon monoxide (50 psi); seal; and stir the mixture at 90° C. for 15 hours. Cool the reactor to ambient temperature; filter the resulting mixture over Celite® pad; and wash the pad with DCM (150 mL). Collect the filtrate and sequentially wash the filtrate with water then brine (2×80 mL). Concentrate the organic filtrate under reduced pressure to obtain the residue as an orange oil. Purify by silica gel flash chromatography eluting with hexane/EtOAc (0 to 30% EtOAc) to provide the title compound (5.6 g, 70%, ee>98%). MS (m/z): 228 (M+1).

1. customseal
2. temperatureCool the reactor to ambient temperature
3. filtrationfilter the resulting mixture over Celite® pad
4. washand wash the pad with DCM (150 mL)
5. customCollect the filtrate
6. washsequentially wash the filtrate with water
7. concentrationConcentrate the organic filtrate under reduced pressure