4-Decanoyloxy-2-fluorobenzoic acid → 1,1,1-Trifluoro-2-decyl 4-hydroxybenzoate
Reaktionsgleichung
F[C:2]1C=C(OC(CCCCCCCCC)=O)C=C[C:3]=1C(O)=O.C(OC1C=CC(C2C=CC(C([O:46][C:47]3[CH:52]=[CH:51][C:50]([C:53]([O:55][CH:56]([CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH3:66])[C:57]([F:60])([F:59])[F:58])=[O:54])=[C:49](F)[CH:48]=3)=O)=CC=2)=CC=1)CCCCCCC>O1CCCC1>[OH:46][C:47]1[CH:48]=[CH:49][C:50]([C:53]([O:55][CH:56]([CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:2][CH3:3])[C:57]([F:58])([F:59])[F:60])=[O:54])=[CH:51][CH:52]=1Komponenten
4
Versuchsvorschrift
To a solution of the 2-fluoro-4-n-nonylcarbonyloxybenzoic acid (0.3 g) obtained in (3) above and the 1,1,1-trifluoro-2-decyl 4-hydroxybenzoate (0.3 g) obtained in (2) above in tetrahydrofuran (about 30 ml) were added dicyclohexylcarbodiimide (0.25 g) and dimethylaminopyridine (0.02 g). The solution was stirred at room temperature for about 20 hours. The solution was distilled to remove the solvent. The residue was dissolved in dichloromethane and washed with water. The organic layer was dried over anhydrone magnesium sulfate and distilled to remove the solvent. The residue was purified by silica-gel column chromatography (developer: hexane/ethyl acetate=20/1) to obtain the titled compound (0.21 g).