Dimethyl Sulfoxide → HCID 14855594、化合物
反応式
C(O[O:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][C:8]=1[F:14])(=O)CC.[C:15](=[O:18])([O-])[O-:16].[K+].[K+].[CH3:21]S(C)=O.[F:25][C:26]1[CH:27]=[C:28]([N+:33]([O-:35])=[O:34])[CH:29]=[CH:30][C:31]=1F.[CH2:36](OCC)[CH3:37]>>[F:14][C:8]1[CH:9]=[C:10]([O:13][C:31]2[CH:30]=[CH:29][C:28]([N+:33]([O-:35])=[O:34])=[CH:27][C:26]=2[F:25])[CH:11]=[CH:12][C:7]=1[O:6][CH:36]([CH3:37])[C:15]([O:16][CH3:21])=[O:18]参加物
反応条件
- 温度
- 50 °C
実験手順
To a stirred mixture of methyl 2-(2-fluoro-4-hydroxyphenoxy propanoate (4.0 g, 0.019 mole), potassium carbonate (2.9 g, 0.021 mole) and dimethyl sulfoxide (25 ml), was added 3,4-difluoronitrobenzene (3.0 g, 0.019 mole), all at once. The temperature was raised to 50° C., and held there for 19 hours. After this time, the resultant mixture was cooled to room temperature, then diethyl ether (50 ml) was added. This was filtered, and the filtrate was diluted with additional diethyl ether (150 ml). The latter solution was washed with 2N HCL (2×100 ml), then water (3×100 ml). After drying (MgSO4) and filtering, the diethyl ether was rmoved by distillation. A brown viscous oil resulted (6.2 grams, 92 percent). NMR spectroscopy (1H, 19F) confirmed the structure as consistent with the structure for the desired product. It was used directly in the next step without further purification.
後処理
- filtrationThis was filtered
- additionthe filtrate was diluted with additional diethyl ether (150 ml)
- washThe latter solution was washed with 2N HCL (2×100 ml)
- dry with materialAfter drying (MgSO4)
- filtrationfiltering
- distillationthe diethyl ether was rmoved by distillation
- customA brown viscous oil resulted (6.2 grams, 92 percent)
出典と根拠
- ORDレコード
- ord-1fd5bb1e0ef847589912adbe8741c432
- 出典データセット
- uspto-grants-1988_06
- 特許番号
- US04750931
反応ノート
読み込み中…