Chloromethyl Methyl Ether → HCID 13696269, compound

A solution of N,N-diisopropylethylamine (131 ml) and chloromethyl methyl ether (57 ml) in dichloromethane (50 ml) was added under ice-cooling to a solution of 3-hydroxy-3-methyl-2-butanone (52.6 ml) in dichloromethane (450 ml) and the mixture was stirred at room temperature overnight. The reaction mixture was washed with an aqueous solution (250 ml×2) of 10% citric acid, a saturated aqueous solution (200 ml) of NaHCO3 and saturated brine (200 ml), and dried over MgSO4. The solvent was distilled away under reduced pressure. The residue was distilled under atmospheric pressure to give 53.6 g of the title compound (bp=155°-165° C.) as a colorless liquid (see Table 5).

1. washThe reaction mixture was washed with an aqueous solution (250 ml×2) of 10% citric acid
2. dry with materiala saturated aqueous solution (200 ml) of NaHCO3 and saturated brine (200 ml), and dried over MgSO4
3. distillationThe solvent was distilled away under reduced pressure
4. distillationThe residue was distilled under atmospheric pressure

ORD record

ord-bd5f6976e82d4af8b33ef4d31aa83857

Source dataset

uspto-grants-1998_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05750696