Ammonium Chloride → 2-tert-Butoxycarbonylamino-3-fluorobenzoic acid 2-hydroxyethyl ester
反応式
[Si]([O:8][CH2:9][CH2:10][O:11][C:12](=[O:28])[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:14]=1[NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Cl-].[NH4+]>C1COCC1>[OH:8][CH2:9][CH2:10][O:11][C:12](=[O:28])[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:14]=1[NH:20][C:21]([O:23][C:24]([CH3:26])([CH3:25])[CH3:27])=[O:22]参加物
5
反応物 3
生成物 1
試薬・触媒・溶媒 1
実験手順
To a solution of 2-tert-butoxycarbonylamino-3-fluorobenzoic acid 2-(tert-butyldimethylsilanyloxy)ethyl ester from Example 19B (1.2 g, 2.9 mmol) in THF (25 ml) was added a solution tetrabutylammonium fluoride (1.0M, 5.8 ml, 5.8 mmol) in THF while cooling in an ice/water bath. The mixture was allowed to warm to room temperature and stirred for 18 h. Saturated ammonium chloride solution (20 ml) was added and the mixture was stirred for 1 h and evaporated in vacuo. The residue was partitioned between chloroform and water and the organic phase was dried and evaporated in vacuo. The residue was purified by flash chromatography on silica (eluant EtOAc:pet.ether 90:10) to give a colourless gum; yield 180 mg, 21%.
後処理
- temperaturewhile cooling in an ice/water bath
- stirringthe mixture was stirred for 1 h
- customevaporated in vacuo
- customThe residue was partitioned between chloroform and water
- customthe organic phase was dried
- customevaporated in vacuo
- customThe residue was purified by flash chromatography on silica (eluant EtOAc:pet.ether 90:10)
- customto give a colourless gum
出典と根拠
- ORDレコード
- ord-7723bc37ca0c4228b3bb6b5803c3c8c2
- 出典データセット
- uspto-grants-2011_11
- 特許番号
- US08063038B2
反応ノート
読み込み中…