Toluene → 3-(4-Diethylamino-2-hydroxy-phenyl)-but-2-enoic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4](C=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:5])[CH3:2].[CH2:26]([N:28]([CH2:39][CH3:40])[C:29]1[CH:34]=[CH:33][C:32]([C:35](=O)[CH3:36])=[C:31]([OH:38])[CH:30]=1)[CH3:27].[C:41]1(C)C=CC=CC=1>>[CH2:1]([O:3][C:4](=[O:5])[CH:36]=[C:35]([C:32]1[CH:33]=[CH:34][C:29]([N:28]([CH2:39][CH3:40])[CH2:26][CH3:27])=[CH:30][C:31]=1[OH:38])[CH3:41])[CH3:2]Participants
4
Procedure
To a suspension of 5.27 g ethoxycarbonylmethylenetriphenylphosphorane in 10 ml of toluene, a solution of 2.02 g 1-(4-diethylamino-2-hydroxy-phenyl)ethanone (DE 28 44 606) was dropped in at room temperature. Then the reaction mixture was heated to reflux. After refluxing for 31 hours the mixture was cooled down and evaporated to dryness. The resulting dark oil was purified by chromatography to yield a colourless oil.