Acryloyl chloride → HCID 18959639, compound
Reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12](=[O:13])[C:11](=[C:14]([CH3:16])[CH3:15])/[C:10](=[C:17](\[C:19]3[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[N:21]([CH3:28])[C:20]=3[CH3:29])/[CH3:18])/[C:9]2=[O:30])=[CH:4][CH:3]=1.[C:31](Cl)(=[O:34])[CH:32]=[CH2:33]>ClCCl>[C:31]([O:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12](=[O:13])[C:11](=[C:14]([CH3:16])[CH3:15])/[C:10](=[C:17](\[C:19]3[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[N:21]([CH3:28])[C:20]=3[CH3:29])/[CH3:18])/[C:9]2=[O:30])=[CH:4][CH:3]=1)(=[O:34])[CH:32]=[CH2:33]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution obtained by dissolving 1.2 g of N-(4-hydroxyphenyl)-2-[(E)-1-(1,2-dimethyl-3-indolyl)ethylidene]-3-isopropylidenesuccinimide obtained in Example 16 in 25 ml of dichloromethane, followed by dropwise addition of 0.36 ml of acryloyl chloride in 10 minutes. The reaction was carried out at room temperature for additional 30 minutes with stirring. After the reaction, the reaction solution was well washed with water, dried over anhydrous magnesium sulfate, followed by removal of the solvent by distillation. The resulting residue was purified by column chromatography (filler: Wakogel C-300, eluent: a mixed solvent of n-hexane and ethyl acetate) to give yellow crystals of N-(4-acryloyloxyphenyl)-2-[(E)-1-(1,2-dimethyl-3-indolyl)ethylidene]-3-isopropylidenesuccinimide in yield of 88.5%.