Ammonium Chloride → 6-hydroxy-piperidine-1,2-dicarboxylic Acid 1-tert-butyl Ester 2-methyl Ester

HRID 722726노트

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HRID 722726 반응식
[CH3:1][O:2][C:3]([CH:5]1[CH2:10][CH2:9][CH2:8][C:7](=[O:11])[N:6]1[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[O:4].[NH4+].[Cl-]>C1COCC1>[CH3:1][O:2][C:3]([CH:5]1[CH2:10][CH2:9][CH2:8][CH:7]([OH:11])[N:6]1[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[O:4]

참가 물질

4

반응물 2

HCID 25517Ammonium ChlorideHCID 108487371-(Tert-butyl) 2-methyl 6-oxopiperidine-1,2-dicarboxylate

생성물 1

HCID 696595626-hydroxy-piperidine-1,2-dicarboxylic Acid 1-tert-butyl Ester 2-methyl Ester

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
-78 °C

실험 절차

To a solution of 6-oxo-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester, 35, (5.1 g, 19.8 mmol) in THF (100 mL) at −78° C., a 1M solution of LiEt3BH in THF (22.0 mL, 22 mmol) is added. After stirring for 1 hr at −78° C., the solution is cautiously quenched aqueous NH4Cl. The crude product is extracted with EtOAc and the combined EtOAc extracts are washed with brine, dried (MgSO4), and concentrated in vacuo. The desired product is used without further purification.

후처리

  1. extractionThe crude product is extracted with EtOAc
  2. washthe combined EtOAc extracts are washed with brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. customThe desired product is used without further purification

출처 및 근거

ORD 기록
ord-2c8810679b9849d4aab81ab777d35f17
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07138395B2

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