Sodium Azide → 4,4,5,5,5-Pentafluoropentylcarbamic acid t-butylester
反応式
[F:1][C:2]([F:21])([F:20])[C:3]([F:19])([F:18])[CH2:4][CH2:5][CH2:6]OS(C1C=CC(C)=CC=1)(=O)=O.[N-:22]=[N+]=[N-].[Na+].[CH3:26][C:27]([O:30][C:31]([O:33]C(OC(C)(C)C)=O)=O)([CH3:29])[CH3:28]>CO.O.[Pd]>[C:27]([O:30][C:31](=[O:33])[NH:22][CH2:6][CH2:5][CH2:4][C:3]([F:18])([F:19])[C:2]([F:1])([F:20])[F:21])([CH3:29])([CH3:28])[CH3:26]参加物
反応条件
- 温度
- 60 °C
実験手順
1,1,1,2,2-Pentafluoro-5-p-toluenesulfonyloxypentane (4.00 mg, 12.0 mmol) was dissolved in methanol (40 ml), NaN3 (936 mg, 14.4 mmol) dissolved in water (10 ml) was added thereto, and the mixture was stirred overnight at 60° C. After the reaction was completed, the reaction mixture was extracted with chloroform and washed with saturated saline solution. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was dissolved in methanol (40 ml), (Boc)2O (2.62 g, 12.0 mmol) and Pd—C (800 mg) were added thereto, and then the mixture was stirred overnight under hydrogen. After the reaction was completed, the mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (n-hexane:ethyl acetate=4:1) to give 4,4,5,5,5-pentafluoropentylcarbamic acid t-butylester (1.12 g, yield 50%).
後処理
- additionwas added
- extractionthe reaction mixture was extracted with chloroform
- washwashed with saturated saline solution
- dry with materialThe organic layer was dried over magnesium sulfate
- concentrationconcentrated under reduced pressure
- dissolutionThe residue was dissolved in methanol (40 ml)
- stirringthe mixture was stirred overnight under hydrogen
- filtrationthe mixture was filtered
- concentrationthe filtrate was concentrated under reduced pressure
出典と根拠
- ORDレコード
- ord-1484ee4f8f4c4d37bc42d1884b092656
- 出典データセット
- uspto-grants-2006_07
- 特許番号
- US07074819B2
反応ノート
読み込み中…