Dichloromethane → HCID 69894648, Verbindung

Reaktionsgleichung

[CH:1]1([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14](=[O:39])[CH2:15][N:16]([CH2:21][C:22]3[CH:38]=[CH:37][C:25]([O:26][C:27]([CH3:36])([CH3:35])[C:28]([O:30]C(C)(C)C)=[O:29])=[CH:24][CH:23]=3)[CH2:17][CH2:18][O:19][CH3:20])=[C:9]([CH3:40])[CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.FC(F)(F)C(O)=O.[Cl:48]CCl>>[ClH:48].[CH:1]1([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14](=[O:39])[CH2:15][N:16]([CH2:21][C:22]3[CH:38]=[CH:37][C:25]([O:26][C:27]([CH3:36])([CH3:35])[C:28]([OH:30])=[O:29])=[CH:24][CH:23]=3)[CH2:17][CH2:18][O:19][CH3:20])=[C:9]([CH3:40])[CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Komponenten

Edukt 3

HCID 6344Dichloromethane

HCID 6422Trifluoroacetic acid

HCID 18551278HCID 18551278, Verbindung

Produkt 1

HCID 69894648HCID 69894648, Verbindung

Versuchsvorschrift

0.398 g (0.72 mmol) of the compound from Example 3-10 is initially charged in 5 ml of dichloromethane. At room temperature, 5 ml of trifluoroacetic acid are added. The reaction mixture. is stirred at room temperature for 2 hours. The mixture is then concentrated under reduced pressure using a rotary evaporator. The residue is taken up in ethyl acetate and washed with water, 20% strength sodium acetate solution, water and saturated sodium chloride solution. The organic phase is dried over magnesium sulphate and freed from the solvent under reduced pressure. The product is purified chromatographically on silica gel (dichloromethane/methanol 30:1). With heating, the residue is dissolved in dichloromethane, 1N hydrochloric acid in diethyl ether is added and n-heptane is added dropwise until the mixture becomes slightly turbid. The product is filtered off with suction, washed with diethyl ether and dried at 40° C. under reduced pressure. This gives 0.187 g (49% of theory) of the title compound.