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3-(6-iodopyrazin-2-yl)tetrahydrofuran-3-ol[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
56%
To a solution of 2,6-diiodopyrazine (4.931 g, 14.86 mmol) in dichloromethane (DCM) (150 mL) was added MgSO4.Was added and the solution was stirred for 15 minutes.The solution is then filtered andPlace in a heat-dried flask and cool to -78 C. in an acetone / dry ice bath.N-Butyllithium in hexane (2.5 mM, 6.24 mL, 15.60 mmol) was added dropwise via syringe, keeping the temperature below about -65 C.The reaction was stirred at -78 C. for 30 minutes.A solution of dihydrofuran-3 (2-H) -one (2.56 g, 29.7 mmol) in DCM (150 mL) was added dropwise via syringe,The reaction was brought to room temperature.The reaction was stirred at room temperature overnight.The reaction was then quenched with saturated aqueous ammonium chloride (150 mL),Separate the layers and extract with DCM (2 × 75 mL),The combined organic extracts are dried over MgSO4,The solvent was concentrated under reduced pressure to give a residue.The residue is 30-100% ethyl acetate:Purification by silica gel chromatography eluting with heptane gave the product (2.4 g, 56% yield).