Isobutanol → Isobutyl anthranilate
Reaktionsgleichung
C([O:3][C:4](=O)[C:5]1[C:6](=[CH:8][CH:9]=[CH:10][CH:11]=1)[NH2:7])C.C(=O)([O-])[O-].[K+].[K+].[CH2:19]([OH:23])[CH:20]([CH3:22])[CH3:21]>>[CH2:19]([O:23][C:4](=[O:3])[C:5]1[C:6](=[CH:8][CH:9]=[CH:10][CH:11]=1)[NH2:7])[CH:20]([CH3:22])[CH3:21]Komponenten
4
Versuchsvorschrift
467 parts of anthranilic acid ethyl ester are heated with 1000 parts of isobutanol and 10 parts of potassium carbonate. The separated ethanol is distilled off over a column, this operation requiring about eight hours. After collecting an intermediate fraction being the mixture of both alcohols, the excess quantity of isobutanol is distilled off, the remaining residual quantity being removed in vacuo. The catalyst is filtered off. There are obtained 556 parts of anthranilic acid isobutyl ester (nD25 1.540; anthranilic acid ethyl ester content according to gas chromatography below 2%). The filtrate maintains its limpid character even at prolonged storage. The yield is 96% of the theory.