Sodium Hydroxide → 2-{3-[2-(2-Methoxyethoxy)ethoxy]phenyl}oxirane

Participants

Reaction Steps

To a stirred solution of 1.32 g of 3-[2-(2-methoxyethoxy)ethoxy]benzaldehyde and 15 mg of tetra-n-butylammonium bromide in 15 ml of CH2Cl2 is added a solution of 2.4 g of trimethylsulfonium methylsulfate in 4 ml of water, followed by 10 ml of 50% NaOH. The mixture is stirred and refluxed for 4 h, then cooled, diluted with ether and brine, and filtered. The organic phase is washed with brine, dried (MgSO4), and concentrated under reduced pressure to provide 1.78 g of the title compound as a pale yellow oil.

Provenance & Evidence