Allylamine → 2,3-Dihydro-5-(4-(1-hydroxyethyl)phenyl)-N-(2-propenyl)-2-benzofurancarboxamide
Reaction equation
[CH2:1]([NH2:4])[CH:2]=[CH2:3].[OH:5][CH:6]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:15]=[CH:16][C:17]3[O:21][CH:20]([C:22](OC)=[O:23])[CH2:19][C:18]=3[CH:26]=2)=[CH:10][CH:9]=1)[CH3:7]>CO>[OH:5][CH:6]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:15]=[CH:16][C:17]3[O:21][CH:20]([C:22]([NH:4][CH2:1][CH:2]=[CH2:3])=[O:23])[CH2:19][C:18]=3[CH:26]=2)=[CH:10][CH:9]=1)[CH3:7]Participants
4
Procedure
15 ml of 2-propenylamine was added to a mixture of 5.0 g of 6D and 100 ml of methanol. The solution was stirred at room temperature overnight. The volatile materials were evaporated under reduced pressure. The residue was stirred with 50 ml of ether, the solid was collected and dried in a vacuum oven to give 6, mp: 122°-124° C.