Toluene → 2alpha-[[1-[3,5-Bis(trifluoromethyl)phenyl]vinyl]oxy]3alpha-(4-fluorophenyl)-4-benzylmorpholine

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A solution of 4-benzyl-2-(R)-[3,5-bis(trifluoromethyl)benzyloxy]-3-(S)-(4-fluorophenyl)morpholine (2.50 g, 4.9 mmol) and dimethyl titanocene (2.50 g, 12.0 mmol) in 35 ml of a 1:1 v/v tetrahydrofuran:toluene mixture is stirred in an oil bath at 80° C. for sixteen hours. The reaction mixture is cooled and centrated in vacuo. Flash chromatography on 150 grams of silica gel using 3:1 v/v hexanes:methylene chloride as the eluant affords 1.71 grams (69%) of the title compound as a solid. If desired, an anlytical sample may be obtained by recrystallization from isopropanol.

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