Methyl Acrylate → HCID 68859189, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-(pyrimidin-2-yl)acetonitrile (290 mg, 2.43 mmol) and methyl acrylate (462 μl, 5.11 mmol) in THF (10 mL) was added t-BuOK (1.0 M in THF, 2.92 ml, 2.92 mmol) at 0° C. After being stirred at 0° C. for 10 min and 25° C. for 50 min, the reaction mixture was quenched with ice-cold H2O, adjusted pH=4 with aqueous 10% citric acid (6 mL), and extracted (3×EtOAc). The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure to provide crude methyl 5-cyano-2-oxo-5-(pyrimidin-2-yl)cyclohexanecarboxylate as a dark brown solid.

Provenance & Evidence