Sodium amide → HCID 70605177, compound

Participants

Reaction Steps

Fifty-three grams of 4-hydroxy-3,5-dimethyl-β,β-diphenylpropiophenone (prepared as in Example 5) are dissolved in 300 mls of dry toluene. Thirty-eight and four-tenths grams (100% excess) of 1-diethylamino-propylchloride, dissolved in 100 mls of toluene, are added to this solution dropwise. At that time, 13.8 grams sodium amide, 50% in toluene suspension, are added dropwise with stirring. This mixture is boiled for two days under reflux. The precipitate is filtered and the toluene is evaporated in vacuo. The residue is taken up in ether and washed several times with water. After drying with sodium sulfate, the hydrochloride is precipitated with ethereal hydrochloric acid and it is filtered over active carbon and recrystallized from acetone/ether. 4-[3-(N,N-diethylamino)-propoxy]-3,5-dimethyl-β,β-diphenylpropiophenone hydrochloride (Melting point = 179° C.) is obtained.

Provenance & Evidence