Sodium Hydroxide → (3S)-1-((tert-butoxy)carbonyl)piperidine-3-carboxylic acid
반응식
[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]참가 물질
4
실험 절차
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 CH2 Cl2 (3×100 mL). The organics were combined, dried (MgSO4), filtered, and concentrated to give the title compound.
후처리
- 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 CH2 Cl2 (3×100 mL)
- dry with materialdried (MgSO4)
- filtrationfiltered
- concentrationconcentrated
출처 및 근거
- ORD 기록
- ord-5a770b9a3d0f4732a6234267dfb949f4
- 출처 데이터셋
- uspto-grants-1998_10
- 특허 번호
- US05817678
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