Hydroquinone → HCID 19907402, compound

Participants

Reaction Steps

First, to a solution of 2.3 g of metallic sodium dissolved in 35 ml of absolute methanol, a solution of 2.2 g of hydroquinon in 15 ml of absolute methanol and a solution of 7.9 g of 3-dimethylaminopropyl chloride hydrochloride in 10 ml absolute methanol were added, and the mixture was heated to reflux for 5 hours. After the reaction was completed, the mixture was evaporated under a reduced pressure, and after adding water to the resulting residue, alkalized with 10% sodium hydroxide, salted-out with sodium chloride and extracted with 100 ml of chloroform, the extract was washed with a saturated sodium chloride, and dried over magnesium sulfate. The solvent was removed under a reduced pressure to obtain a reddish liquid, which was dissolved in 1N hydrochloric acid, the solution was washed with chloroform, alkalized with 1N sodium hydroxide and extracted with 100 ml of chloroform. The extract was washed with a saturated sodium chloride aqueous solution and dried over magnesium sulfate, and the solvent was evaporated off under a reduced pressure to obtain 0.60 g of a desired compound as a reddish brown liquid.

Provenance & Evidence