[NH2-:1].[Na+].N.[Na].[CH2:5]([C:8]([CH2:12][CH2:13][CH3:14])(Cl)[C:9]#[CH:10])[CH2:6][CH3:7]>C(OCC)C>[CH2:5]([C:8]([NH2:1])([CH2:12][CH2:13][CH3:14])[C:9]#[CH:10])[CH2:6][CH3:7]To a suspension of sodium amide in liquid ammonia, prepared from 6.9 g of sodium and 250 ml of liquid ammonia, were added 17 g of 1,1-di-n-propyl-1-chloro-2-propyne in 50 ml of anhydrous ethyl ether. The operation of adding the chlorinated derivative lasted one hour. Stirring of the mixture was maintained for 2 hours and then 300 ml of anhydrous ethyl ether were added.
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