Cesium carbonate → HCID 131733499, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 1,3-ketal-2-hydrazino (8C) (117 mg, 0.24 mmol) and Cs2CO3 (199 mg, 0.61 mmol) in 2.5 mL CH3CN, was added methyl bromoacetate (75 mg, 0.48 mmol) in 1.0 mL CH3CN. The reaction mixture was heated at 50° C. for 3 h. The reaction mixture was then refluxed until the intermediate was consumed as indicated by TLC. The reaction mixture was quenched with saturated NH4Cl (aq.) and extracted with EtOAc. The combined organic extracts were washed with brine, dried over anhydrous Na2SO4, and the solvent was removed in vacuo. Purification by flash chromatography on silica gel afforded the desired product as a white solid (83%) (Magnus et al., Org. Lett. 2009, 11, 5646).

Provenance & Evidence