Isobutyl chloride → (Z)-1,1,1-trifluoro-4-phenyl-3-butene-2-ol

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In an isobutylmagnesium chloride solution that was prepared by reacting isobutyl chloride (2.34 g, 25 mmol) and magnesium (0.66 g, 27 mmol) in dry ether (30 ml) at 0° C., dichlorobis(π-cyclopentadienyl)titanium (0.14 g, 0.56 mmol) and 1,1,1,-trifluoro-4-phenyl-3-butyne-2-ol (2g, 10 mmol) were slowly added at 0° C. After 1 hour agitation at the same temperature, the reaction mixture was treated by a method similar to the one in the above Examples to obtain (Z)-1,1,1-trifluoro-4-phenyl-3-butene-2-ol (b.p.: 78°-80° C./3 mmHg) at a yield of 53%. The above product gave the following analytical data:

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