Toluene → 3-[2-(2-Methoxyethoxy)ethoxy]prop-1-yne

Participants

Reaction Steps

A solution under N2 of 2-(2-methoxy-ethoxy)ethanol (4.9 ml, 41.61 mmoles) in dry THF (50 ml) was portionwise added at room temperature under stirring with 60% NaH in oil (1.66 g, 41.61 mmoles). The mixture was stirred for 30 minutes then dropped into a solution of 80% 3-bromo-propyne in toluene (5.1 ml, 45.77 mmoles), and stirred for 1 hour, then diluted with ethyl ether, thrice washed with water, anhydrified over Na2SO4 and dried to give 5 g of the title compound as an oil (yield: 76%).

Provenance & Evidence