Octanoyl chloride → 3-Fluoro-2-(4-octyloxyphenyl)pyridin-5-yl octanoate
Reaction equation
[C:1](Cl)(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[F:11][C:12]1[C:13]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[CH:21][CH:20]=2)=[N:14][CH:15]=[C:16]([OH:18])[CH:17]=1>N1C=CC=CC=1>[C:1]([O:18][C:16]1[CH:17]=[C:12]([F:11])[C:13]([C:19]2[CH:20]=[CH:21][C:22]([O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[CH:23][CH:24]=2)=[N:14][CH:15]=1)(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1.2 ml (7.1 mmol) of octanoyl chloride are added dropwise at O° C. to 1.5 g (4.7 mmol) of 3-fluoro-5-hydroxy-2-(4octyloxyphenyl)pyridine in 20 ml of pyridine and the mixture is stirred at 0° C. for 3 hours, subsequently poured into ice-water and filtered and the residue is purified by chromatography (silica gel/hexane: ethyl acetate 9:1) and by recrystallization from acetonitrile, giving 1.34 g of 3-fluoro-2-(4-octyloxyphenyl)pyridin-5-yl octanoate. ##STR20##