4-Bromoanisole → HCID 18675130、化合物

反応式

Br[CH:2]1[C:7](=[O:8])[NH:6][C:5]2[CH:9]=[CH:10][CH:11]=[CH:12][C:4]=2[O:3]1.[Br:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1.[Sn](Cl)(Cl)(Cl)Cl>C(Cl)Cl>[Br:13][C:14]1[CH:15]=[CH:16][C:17]([O:20][CH3:21])=[C:18]([CH:2]2[C:7](=[O:8])[NH:6][C:5]3[CH:9]=[CH:10][CH:11]=[CH:12][C:4]=3[O:3]2)[CH:19]=1

参加物

実験手順

To 2-bromo-2H-1,4-benzoxazin-3(4H)-one (I10) (1.40 g, 6.14 mmoles) in methylene chloride (20 mL) was added 4-bromoanisole and then tin (IV) chloride. Addition of tin (IV) chloride caused a brown solution to form. The solution was refluxed for 5 hours, diluted with methylene chloride (100 mL) and washed with water (2×50 mL). After drying over Magnesium sulphate the mixture was concentrated until the product (I11) precipitated (0.58 g). Concentration of the mother liquors and chromatography on silica gel afforded an additional amount of product (I11) (0.55 g).