Methyl iodide → HCID 59661831, compound

Participants

Reaction Conditions

Reaction Steps

A 2 L reaction flask was charged with NaH (32 g, 0.79 mol) in oil dispersion (60%) and DMF (500 mL) under N2. The mixture was heated to 40° C. 3-Phenyl-butan-2-ol (100 g, 0.66 mol) was fed to the mixture over 1 hour. The reaction mixture was aged for 1 hour at 40° C. Iodomethane (113 g, 0.79 mol) was then fed into the reaction mixture over 2 hours. The reaction mixture was further aged for 8 hours, and quenched subsequently with saturated NH4Cl solution (300 mL). The layers were separated. The organic layer was washed with saturated NaHCO3 (300 mL) and brine (300 mL) to provide a crude product, which was purified by distillation to afford (2-methoxy-1-methylpropyl)-benzene (101 g, 61% yield).

Provenance & Evidence