Hydrochloric Acid → HCID 86619897, compound

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Reaction Steps

To a 200 ml three-neck flask equipped with a magnetic stirrer chip and a three-way cock, 2.10 g (36.1 mmol) of potassium hydroxide pulverized in mortar, 1.15 g (4.35 mmol) of 18-crown-6 and 50 ml of dehydrated THF were charged under a nitrogen atmosphere. Thereto in a water bath, 3.35 g (22.3 mmol) of 1-ethyl-3-tert-butylcyclopentadiene was added dropwise over 10 minutes, and stirred for 4 hours. The solution was added with 12.5 ml of acetophenone dropwise over 8 minutes, and stirred for 20 hours at room temperature and for 6 hours under reflux. The reaction solution was poured into 100 ml of 2N hydrochloric acid. The organic layer was separated, and the aqueous layer was extracted with 150 ml of ether. The obtained organic layers were combined, washed with a saturated aqueous solution of sodium hydrogencarbonate, water and saturated aqueous solution of sodium chloride. After the solution was dried over magnesium sulfate, the solvent was distilled away, and purified by column chromatography to obtain 1.38 g of a red orange liquid. The yield was 25%. Identification was done by 1H-NMR spectrum. The measurement results are shown as follows.

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