I[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([F:11])([F:10])[F:9].[Li]CCCC.[O:17]1[C@H:19]([CH2:20][CH3:21])[CH2:18]1>C1COCC1>[F:9][C:8]([F:11])([F:10])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[CH2:18][C@H:19]([OH:17])[CH2:20][CH3:21]2-Iodobenzotrifluoride (3 g) was dissolved in THF (18 ml) and was cooled to −78° C. n-BuLi (2.5 M in hexanes, 13.23 ml) was added dropwise to the reaction mixture. After 1 h, (R)-(+)-1,2-epoxybutane (1.4 ml) in THF (18 ml) was added. The reaction temperature was slowly increased to rt. The mixture was poured into ice-water (100 ml), and the product was extracted with heptane. The organic phase was washed with brine and water, dried (Na2SO4) ja evaporated under vacuum. The title compound was obtained by separation method E. (Yield 1.05 g).
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