[CH2:1]([C@H:6]1[CH2:11][CH2:10][C@H:9]([C:12]2[CH:17]=[CH:16][C:15](Br)=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5].C([Li])CCC.F[C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[N:26]=1.[Cl-].[Na+]>C1C=CC=CC=1.CCCCCC.O1CCCC1.CCOCC>[F:31][C:27]1[CH:28]=[CH:29][CH:30]=[C:25]([C:15]2[CH:14]=[CH:13][C:12]([C@H:9]3[CH2:10][CH2:11][C@H:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[CH2:7][CH2:8]3)=[CH:17][CH:16]=2)[N:26]=1
12.48 g (40.40 mmol) of 4-(trans-4-pentylcyclohexyl)bromobenzene in 30 ml of benzene are stirred with 25.20 ml (40.40 mmol) of a 1.6-molar n-butyllithium solution in hexane at room temperature under argon for 18 hours. The reaction mixture is then slowly added dropwise at 0° C. under argon to a solution of 4.20 g (36.70 mmol) of 2,6-difluoropyridine in 30 ml of tetrahydrofuran. After a reaction time of one hour at 0° C., the mixture is distributed between ether and sodium chloride solution, the organic phase is washed with sodium chloride solution, dried over sodium sulfate, filtered and freed from solvent. Purification of the residue by chromatography gives 0.94 g of 2-fluoro-6-[4-(trans-4-pentylcyclohexyl)phenyl]pyridine. ##STR50##
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