Sodium Hydroxide → (3S)-1-((tert-butoxy)carbonyl)piperidine-3-carboxylic acid
反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([C:14]([O:16]CC)=[O:15])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CCO>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([C:14]([OH:16])=[O:15])[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]参加物
4
実験手順
Ethyl 1-(t-butoxycarbonyl)piperidine-3(S)-carboxylate (35.9 g, 0.099 mol) was dissolved in abs EtOH (70 mL), treated with 0.5N NaOH (418 mL, 0.209 mol), and heated at reflux for 0.75 h. The reaction mixture was cooled and extracted with EtOAc. The aqueous basic layer was cooled with ice, carefully acidified (pH 3) with 3N HCl and extracted with CH2Cl2 (3×100 mL). The organics were combined, dried (MgSO4), filtered, and concentrated to give the title compound.
後処理
- temperatureheated
- temperatureat reflux for 0.75 h
- temperatureThe reaction mixture was cooled
- extractionextracted with EtOAc
- temperatureThe aqueous basic layer was cooled with ice
- extractionextracted with CH2Cl2 (3×100 mL)
- dry with materialdried (MgSO4)
- filtrationfiltered
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-8fbcab3ca18e44ce81692dc47618b2aa
- 出典データセット
- uspto-grants-2000_10
- 特許番号
- US06127366
反応ノート
読み込み中…