Cesium carbonate → 1-(3-Phenylsulfonylphenyl)-4-tert-butyloxycarbonylpiperazine
反応式
C1(P(C2C=CC3C(=CC=CC=3)C=2C2C3C(=CC=CC=3)C=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(=O)([O-])[O-].[Cs+].[Cs+].[C:40]1([S:46]([C:49]2[CH:50]=[C:51](Br)[CH:52]=[CH:53][CH:54]=2)(=[O:48])=[O:47])[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1.[C:56]([O:60][C:61]([N:63]1[CH2:68][CH2:67][NH:66][CH2:65][CH2:64]1)=[O:62])([CH3:59])([CH3:58])[CH3:57]>O1CCOCC1>[C:40]1([S:46]([C:49]2[CH:50]=[C:51]([N:66]3[CH2:65][CH2:64][N:63]([C:61]([O:60][C:56]([CH3:59])([CH3:58])[CH3:57])=[O:62])[CH2:68][CH2:67]3)[CH:52]=[CH:53][CH:54]=2)(=[O:48])=[O:47])[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1参加物
反応条件
- 温度
- 100 °C
実験手順
A solution of 2 2,2′-bis(diphenylphosphino-1,1′-binaphthyl (BINAP) (62 mg, 0.1 mmol) and cesium carbonate (329 mg, 1.01 mmol) in dry dioxane (2 ml) were sonicated for 45 min, under argon. To this solution was added 3-phenylsulfonylbromobenzene (D2) (200 mg, 0.67 mmol) and 1-(tert-butyloxycarbonyl)piperazine (314 mg, 1.68 mmol) and the reaction heated at 100° C. for 18 h. The reaction mixture was evaporated in vacuo and the residue partitioned between water (50 ml) and dichbromethane (50 ml). The organic layer was washed with sat. sodium hydrogen carbonate (50 ml), 10% citric acid (50 ml), brine (50 ml) and then dried (MgSO4). Solvents evaporated in vacuo and the residue purified by column chromatography (silica gel; 0-60% ethyl acetate/petroleum ether) to give the product as a colourless oil (192 mg, 71%)
後処理
- customThe reaction mixture was evaporated in vacuo
- customthe residue partitioned between water (50 ml) and dichbromethane (50 ml)
- washThe organic layer was washed with sat. sodium hydrogen carbonate (50 ml), 10% citric acid (50 ml), brine (50 ml)
- dry with materialdried (MgSO4)
- customSolvents evaporated in vacuo
- customthe residue purified by column chromatography (silica gel; 0-60% ethyl acetate/petroleum ether)
出典と根拠
- ORDレコード
- ord-f0f83f9a180e4664b3991bd7a836af72
- 出典データセット
- uspto-grants-2008_10
- 特許番号
- US07439245B2
反応ノート
読み込み中…