Water → 2-[5-(4-Bromobutyl)-3-methyl-2-thienyl]-1,3-dioxolane

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Reaction Steps

A solution of 2-(3-methyl-2-thienyl)-1,3-dioxolane (12.3 g) in dry tetrahydrofuran (150 ml) was treated with a solution of n-butyl lithium in hexane (1.6M, 50 ml) at -60°, under nitrogen. After 1 h, 1,4-dibromobutane (17.3 g) was added and the mixture was stirred at -50° for 3 h and at room temperature for 18 h. Water (75 ml) was added and the mixture extracted with ether. The organic extract was distilled to give the title compound as a light brown oil (15.1 g) b.p. 250°/0.15 mm.

Provenance & Evidence