Ethyl Propionate → Ethyl 2-(4-(diethoxymethyl)phenyl)-3-(4-(dimethylcarbamoyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate

反応式

[CH:1]([C:3]1[CH:13]=[CH:12][C:6]([C:7]([N:9]([CH3:11])[CH3:10])=[O:8])=[CH:5][CH:4]=1)=O.[CH2:14]([O:16][CH:17]([O:36][CH2:37][CH3:38])[C:18]1[CH:35]=[CH:34][C:21](/[CH:22]=[N:23]/[C:24]2[CH:32]=[CH:31][CH:30]=[C:29]3[C:25]=2[CH2:26][O:27][C:28]3=[O:33])=[CH:20][CH:19]=1)[CH3:15].[CH3:39][O-].[Na+].[C:42](OCC)(=[O:45])CC>>[CH2:14]([O:16][CH:17]([O:36][CH2:37][CH3:38])[C:18]1[CH:19]=[CH:20][C:21]([CH:22]2[CH:1]([C:3]3[CH:13]=[CH:12][C:6]([C:7](=[O:8])[N:9]([CH3:11])[CH3:10])=[CH:5][CH:4]=3)[C:42](=[O:45])[C:25]3[C:29]([C:28]([O:27][CH2:26][CH3:39])=[O:33])=[CH:30][CH:31]=[CH:32][C:24]=3[NH:23]2)=[CH:34][CH:35]=1)[CH3:15]

参加物

反応物 4

HCID 7749Ethyl Propionate

HCID 105592054-formyl-N,N-dimethylbenzamide

HCID 10942334Sodium Methoxide

HCID 178470922HCID 178470922、化合物

生成物 1

HCID 67258167Ethyl 2-(4-(diethoxymethyl)phenyl)-3-(4-(dimethylcarbamoyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate

実験手順

To a mixture of 4-formyl-N,N-dimethylbenzamide (960 mg, 5.42 mmol), (E)-4-(4-(diethoxymethyl)benzylideneamino) isobenzofuran-1(3H)-one (1.84 g, 5.42 mmol) and sodium methoxide (499 mg, 21.7 mmol) was added to ethyl propionate (30 mL) and the mixture was stirred at room temperature overnight. Then the resulting mixture was evaporated under reduced pressure and extracted with EtOAc (100 mL×4) and concentrated. This gave the crude product (250 mg). LC-MS (ESI) m/z: 545 (M+1)+.