2-(Methylamino)ethanol → 4-Phenyl-3-Buten-2-one

반응식

CNCCO.O[C:7]1[CH:17]=[CH:16][C:10]([CH:11]=[CH:12][C:13](=[O:15])[CH3:14])=[CH:9][CH:8]=1>OS([O-])=O.[Na+].O>[CH:11](=[CH:12][C:13](=[O:15])[CH3:14])[C:10]1[CH:16]=[CH:17][CH:7]=[CH:8][CH:9]=1

참가 물질

실험 절차

It should be noted that an initial reaction of 2-methylaminoethanol (1.5 mL) with 4-hydroxybenzylideneacetone (0.68 g) in NaHSO3 (0.78 g) and H2O (1.5 mL) in a sealed vial at 140° C. for 16 hrs did not provide the necessary benzylidene acetone derivative (Scheme 1, compound (b)). Therefore, N-methyl-N-(2-hydroxyethyl)-4-aminobenzaldehyde (Scheme 1, compound (a)) was purchased and used to complete the first step of synthesis instead. When the benzylidene acetone derivative was spotted on a TLC plate the compound glowed fluorescently. The benzylidene acetone derivative reaction mixture was spotted onto preparative TLC plate for purification. Three distinct bands can be observed: a red band at the bottom of the plate, yellow band at the middle, and a faint band at the top were observed. Using mass spectra the inventors determined that the middle yellow band contained the actual benzylidene acetone derivative.