Hydrochloric Acid → HCID 19907376, compound

Participants

Reaction Steps

First, to 483 mg of metallic sodium dissolved in 21 ml of absolute ethanol, 6.72 g of diethyl malonate was added dropwise, and the mixture was refluxed for 5 minutes. After cooling, to the solution was added dropwise a mixture of 3.2 g of 1,4-bis(3-bromopropyl)benzene and diethyl malonate over 5 minutes, and the mixture was refluxed for 40 minutes to obtain a white suspension. After cooling and addition of 21 ml of ice water, the mixture was adjusted to pH 7.0 with 1N hydrochloric acid, and ethanol was removed under a reduced pressure to obtain an aqueous layer, which was then twice extracted with 100 ml of benzene each time. The extract was washed with a saturated sodium chloride aqueous solution, dried over magnesium sulfate and evaporated under a reduced pressure to remove the solvent, and then to remove any unreacted diethyl malonate under a reduced pressure at 140° C. to obtain 4.74 g of the title compound as a colorless liquid.

Provenance & Evidence