Ammonia → 5-(2',2'-Dimethylcyclopropyl)-3-methyl-1-pentyn-3-ol

참여 물질

반응 단계

Ammonia, 1 l, is placed in a reaction flask. A solution of 150 g (0.63 mol) of 5-(2',2'-dichloro-3',3'-dimethylcyclopropyl)-3-methyl-1-pentyn-3-ol dissolved in 750 ml of ether is added dropwise. Sodium (62 g, 2.7 mol) in small portions is added at -30° to -35° within 21/2 hours until the blue coloration persists. The ammonia is evaporated and 1.5 liters of hexane are added dropwise followed by the addition of 100 ml of ethanol. The reaction mixture is poured into a mixture of 150 ml of acetic acid in 500 g of ice, washed neutral in succession with water, saturated sodium carbonate solution, saturated sodium chloride solution, dried and evaporated. The crude product (100.2 g) is distilled. In this manner there are obtained 90.5 g (85%) of 5-(2',2'-dimethylcyclopropyl)-3-methyl-1-pentyn-3-ol.

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