Methyl iodide → HCID 59773362, compound

Participants

Reaction Steps

A solution of 1.0 eq of 177 in 20 mL of dry DMF was stirred at rt as 1.3 eq of NaH (60% in mineral oil) was added. After bubbling ceased (about 10 min), 1.1 eq of MeI was slowly added. After 18 h, 50 mL of sat. aq. NH4Cl was added to the reaction mixture. The mixture was extracted with EtOAc (3×50 mL). The combined organics were dried over MgSO4 and filtered. The filtrate was rotary evaporated. The crude material was flash chromatographed on silica using 20% EtOAc/hexanes as eluant. After concentration and drying under vacuum the fractions containing product afforded intermediate 178.

Provenance & Evidence