Thionyl Chloride → 4-{[(2-Chloromethyl-3-phenyl-1-benzofuran-6-yl)oxy]methyl}-5-methyl-2-phenyl-1,3-oxazole
反応式
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:31]=[CH:30][C:18]2[C:19]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[C:20]([CH2:22]O)[O:21][C:17]=2[CH:16]=1.S(Cl)([Cl:34])=O.C(=O)([O-])O.[Na+]>>[Cl:34][CH2:22][C:20]1[O:21][C:17]2[CH:16]=[C:15]([O:14][CH2:13][C:3]3[N:4]=[C:5]([C:7]4[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=4)[O:6][C:2]=3[CH3:1])[CH:31]=[CH:30][C:18]=2[C:19]=1[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1参加物
実験手順
{6-[(5-Methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]-3-phenyl-1-benzofuran-2-yl}methanol (1.50 g) was added to thionyl chloride (5 mL) at 0° C., and the mixture was stirred for 1 hr. After concentration of the reaction mixture, saturated aqueous sodium hydrogen carbonate was added to the residue and the mixture was extracted with ethyl acetate. The organic layer was washed successively with saturated aqueous sodium hydrogen carbonate and saturated brine, dried over anhydrous magnesium sulfate and concentrated to give 4-{[(2-chloromethyl-3-phenyl-1-benzofuran-6-yl)oxy]methyl}-5-methyl-2-phenyl-1,3-oxazole as colorless crystals (1.43 g, yield 92%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 129-130° C.
後処理
- extractionthe mixture was extracted with ethyl acetate
- washThe organic layer was washed successively with saturated aqueous sodium hydrogen carbonate and saturated brine
- dry with materialdried over anhydrous magnesium sulfate
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-89df89497989477098ddcefbe9081339
- 出典データセット
- uspto-grants-2008_05
- 特許番号
- US07368578B2
反応ノート
読み込み中…