Ethanolamine → HCID 49854108, compound
Reaction equation
[CH2:1]([CH2:3][NH2:4])[OH:2].C([O:7][C:8](=O)[C:9]([C:11]1[CH:19]=[CH:18][C:14]2[O:15][CH2:16][O:17][C:13]=2[CH:12]=1)=[O:10])C>C(O)C>[O:15]1[C:14]2[CH:18]=[CH:19][C:11]([C:9](=[O:10])[C:8]([NH:4][CH2:3][CH2:1][OH:2])=[O:7])=[CH:12][C:13]=2[O:17][CH2:16]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Ethanolamine (3.5 g, 49 mmol) was added to a stirred solution of benzo[1,3]dioxol-5-yl-oxo-acetic acid ethyl ester (2.5 g, 11 mmol)) in ethanol (40 ml)) at room temperature. The resulting reaction mixture was heated to reflux for 2 hours. Then ethanol was distilled off and stirring was continued at 120° C. for 1 hour. The reaction mixture was cooled to room temperature and then 50 ml of THF and 100 ml of aqueous HCl solution were added and stirred for 30 minutes. The mixture was extracted twice with DCM (50 ml). The organic layer was washed twice with water (50 ml) and evaporated to provide a dark sticky product. The product was further crystallized in pentane/ethyl acetate. Red crystals of the title compound (0.9 g, 34.5% yield) were obtained.