Methyl iodide → HCID 59661832, compound

Temperature

40 °C

A 2 L reaction flask was charged with NaH (29.5 g, 0.73 mol) in oil dispersion (60%) and DMF (500 mL) under N2. The mixture was heated to 40° C. 2-Phenyl-pentan-3-ol (100 g, 0.61 mol) was fed to the mixture over 1 hour. The reaction was aged for 1 hour at 40° C. Iodomethane (103 g, 0.73 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-methylbutyl)-benzene (63 g, 58% yield).

1. customA 2 L reaction flask
2. waitThe reaction mixture was further aged for 8 hours
3. customquenched subsequently with saturated NH4Cl solution (300 mL)
4. customThe layers were separated
5. washThe organic layer was washed with saturated NaHCO3 (300 mL) and brine (300 mL)
6. customto provide a crude product, which
7. distillationwas purified by distillation

ORD record

ord-ee549404776b40f49bc9392ed231f8cf

Source dataset

uspto-grants-2013_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08399398B2