[OH:1][C:2]([CH2:10][CH2:11][CH3:12])([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:3][C:4]#[CH:5].N1C=CN=C1.[CH3:18][Si:19]([CH3:22])([CH3:21])Cl.CCOCC>CN(C)C=O.O>[CH3:18][Si:19]([CH3:22])([CH3:21])[O:1][C:2]([CH2:10][CH2:11][CH3:12])([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:3][C:4]#[CH:5]16.8 Grams of 4-hydroxy-4-n-propyl-1-octyne is dissolved in 100 ml of dimethylformamide and treated with 8 g of imidazole and then with 12 g of trimethylchlorosilane. The reaction mixture was stirred at room temperature for 1 hour and then poured into a mixture of ether and water. The organic layer was washed with water 3-4 times, dried over sodium sulfate, and stripped of solvent. Distillation of the residue gave the title product as a colorless liquid.
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