Tyrosol → HCID 70157854, Verbindung

Reaktionsgleichung

[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]CO)=[CH:4][CH:3]=1.Br[CH2:12][CH2:13][CH:14]([NH:20][C:21]([O:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:22])[C:15]([O:17][CH2:18][CH3:19])=[O:16].C([O-])([O-])=[O:32].[Cs+].[Cs+]>C(#N)C>[OH:32][CH2:8][C:5]1[CH:4]=[CH:3][C:2]([O:1][CH2:12][CH2:13][C@@H:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[NH:20][C:21]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[O:22])=[CH:7][CH:6]=1

Komponenten

Versuchsvorschrift

The mixture constituted by 690 mg of 4-hydroxybenzenethanol, 1.72 g of ethyl 4-bromo-2-[[(phenylmethoxy)carbonyl]amino]butanoate and 1.63 g of Cs2CO3 in 100 ml of acetonitrile is heated under reflux or 45 minutes, the solid is filtered, washed with dichloromethane then the filtrate is evaporated under reduced pressure until 2.6 g of crude product is obtained which is purified by chromatography on a silica column (Kieselgel 60; 40-63 μm) eluting with a dichloromethane/methanol mixture 9/5. 1.58 g of expected product is obtained.