反応式
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([I:11])[CH:6]=1)(=[O:3])[CH3:2].[CH:12]1([C:15](Cl)=[O:16])[CH2:14][CH2:13]1.O>C(Cl)Cl.CN(C)C1C=CN=CC=1.Cl>[C:1]([N:4]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([I:11])[CH:6]=1)[C:15]([CH:12]1[CH2:14][CH2:13]1)=[O:16])(=[O:3])[CH3:2]参加物
実験手順
In analogy to Example 13ap), from N-benzyl-5-bromo-isatin (G.Tacconi et al., J. Prakt. Chem. 315, 339 (1973)) there is obtained the corresponding N-benzyl-5-bromo-isatin oxime as a yellow solid. Yield: 94%. Mass spectrum: peaks inter alia at 330 (M+, 17%); 285 (14%), 91 (100%). 13ar) 1.36 g of N-acetyl-3-iodo-aniline are dissolved in 25 ml of methylene chloride and treated with 61 mg of 4-dimethylamino-pyridine. A solution of 5.25 ml of cyclopropanecarbonyl chloride in 7 ml of methylene chloride is added dropwise to this solution. The mixture is stirred at room temperature overnight, then poured into 100 ml of water and made weakly acid with a few drops of dil. hydrochloric acid. Extraction with ethyl acetate and chromatography on silica gel with ethyl acetate gives 1.85 g of cyclopropanecarboxylic acid acetyl-(3-iodo-phenyl)-amide as a yellowish oil which solidifies in time. Yield: 92%. Mass spectrum: peaks inter alia at 329 (M+, 8%); 287 (58%), 69 (100%).
後処理
- extractionExtraction with ethyl acetate and chromatography on silica gel with ethyl acetate
出典と根拠
- ORDレコード
- ord-c6787882c2154b19abdf5fc4d08a98d8
- 出典データセット
- uspto-grants-1998_06
- 特許番号
- US05763450
関連ノート
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