反応式
O.C1(C)C=CC(S(O)(=O)=O)=CC=1.[Br:13][C:14]1[C:15]([OH:31])=[C:16]([NH:24][C:25](=O)[C:26]([CH3:29])([CH3:28])[CH3:27])[C:17]([C:22]#[N:23])=[C:18]([CH3:21])[C:19]=1[I:20].O.C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1>[Br:13][C:14]1[C:19]([I:20])=[C:18]([CH3:21])[C:17]([C:22]#[N:23])=[C:16]2[C:15]=1[O:31][C:25]([C:26]([CH3:27])([CH3:28])[CH3:29])=[N:24]2参加物
5
実験手順
Toluene (25 ml), p-toluenesulfonic acid monohydrate (10.9 mg, 57.2 μmol) were added to N-(3-bromo-6-cyano-2-hydroxy-4-iodo-5-methylphenyl)-2,2-dimethylpropionamide (I-7) (250 mg, 572 μmol), followed by refluxing with a Dean-Stark condenser for 3 hours. After cooling, saturated sodium bicarbonate water (30 ml) was added to the reaction liquid, the product was extracted with ethyl acetate (50 ml×2). The organic layer was washed with saturated brine (50 ml), dried over anhydrous magnesium sulfate, concentrated under reduced pressure, the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=6:1) to obtain the entitled compound (225 mg, 94%) as a pale yellow solid.
後処理
- temperatureby refluxing with a Dean-Stark condenser for 3 hours
- temperatureAfter cooling
- extractionthe product was extracted with ethyl acetate (50 ml×2)
- washThe organic layer was washed with saturated brine (50 ml)
- dry with materialdried over anhydrous magnesium sulfate
- concentrationconcentrated under reduced pressure
- customthe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=6:1)
出典と根拠
- ORDレコード
- ord-d082ca65db004cb3a7b902cc333cd858
- 出典データセット
- uspto-grants-2010_06
- 特許番号
- US07737166B2
関連ノート
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