Hydrochloric Acid → HCID 12794388, compound

Participants

Reaction Conditions

Reaction Steps

Into a flask equipped with a reflux pipe were put 14.50 g of acetophenone, 25.13 g of 1-adamantanecarboxylic acid ethyl, 22 g of tert-butoxysodium, and 60 mL of THF, and the air in the flask was replaced by nitrogen. This reaction container was heated at 80° C. for 7 hours and 30 minutes. Dilute hydrochloric acid was added to this reaction solution, and extraction was performed with toluene. The solvent of the obtained toluene solution was distilled off, and then the obtained residue was purified by flash column chromatography (silica gel) using a mixed solvent of dichloromethane and hexane as a developing solvent in a volume ratio of 9:1, to give 1-(1-adamantyl)-3-phenyl-propane-1,3-dione (colorless oily substance, 4% in yield). The synthesis scheme of Step 1 is shown by (a-4).

Provenance & Evidence