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Alkene to Alkane



Example 1

To a solution of the SM (crude) in DCE (50 mL) at 0 C was added NaBH(OAc)3 (3.6 g, 17.1 mmol). The reaction mixture was stirred at 0 C for 2 h, after which time excess reagents were consumed by the addition of sat aq Na2CO3. The mixture was extracted with EtOAc and the org phase was washed with brine and concentrated in vacuo. The residue was purified by silica gel flash chromatography to provide the product. [1.4 g, 62% over 2 steps]

[Patent Reference: WO2016014463, page 64, (6.7 MB)]