2-Methoxyethanol → HCID 20280058, compound

Participants

Reaction Steps

To a solution of sodium (7.57 g) in 2-methoxyethanol (135 ml) was added dropwise a solution of 4-chloromethylpyridine hydrochloride (22.5 g) in 2-methoxyethanol (150 ml) under cooling in an ice-salt bath and stirring. The mixture was stirred for 45 minutes at 65° C. and evaporated under reduced pressure. The residue was dissolved in water (500 ml) and the solution was extracted with chloroform. The extract was washed with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate and evaporated. The residual oil was distilled to give 4-(2-methoxyethoxymethyl)pyridine (21.56 g), bp 98° to 101° C. at 3 to 3.5 mmHg.

Provenance & Evidence