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3-(6-bromo-4-methylpyridin-2-yl)tetrahydrofuran-3-ol[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
55%
2,6-Dibromo-4-methylpyridine (3.76 g, 14.98 mmol) in dichloromethane (DCM) (80 mL) was added.Cool to -78 C. under nitrogen.While maintaining the internal temperature below -70 C,n-Butyllithium (2.5 M in hexane) (6.59 mL, 16.48 mmol) was added dropwise.After the addition is completeThe solution becomes a suspensionStir at -78 C. for 15 minutes.While keeping the internal temperature below -60 C,A solution of dihydrofuran-3 (2H) -one (1.548 g, 17.98 mmol) in 2 mL of DCM was added over 3 minutes.After the addition is completeReduce the temperature back to -78 C,Stir for 30 minutes.The product with saturated aqueous NH4Cl,Extracted with DCM.The organic portion was dried over MgSO 4, filtered and concentrated to give a residue that was purified on a silica gel column eluted with 0-50% ethyl acetate / heptane to give the product (2.13 g, yield). 55%).
Chemistry
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Material Science
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