Diethyl Ether → HCID 53853733, compound

Participants

Reaction Steps

To a solution of 2-methyl-3-buten-2-ol (4.1 g, 0.048 mole) in dry ether (10 ml) stirred under dry nitrogen at 5° C. was added a solution of n-butyllithium (19.3 ml, 0.048 mole, 2.5M in hexane). After completion of the addition, ethyl 2-(2-butyl)malonyl chloride (10.0 g, 0.048 mole) was added slowly with stirring, and an additional 10 ml quantity of ether was added. The suspension was stirred for 2 hours with warming to room temperature. The resultant suspension was extracted with water, a saturated ammonium chloride solution, and then water again. The layers were separated and the organic layer dried over magnesium sulphate, filtered, and subjected to reduced pressure distillation. The pale yellow liquid obtained was subjected to fractional distillation. A heart cut of 8.0 g (64.5%), b.p. 69°-71° C. at 0.1 mm, was obtained.

Provenance & Evidence