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

HRID 722726ノート

反応式

HRID 722726 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-78 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2c8810679b9849d4aab81ab777d35f17
出典データセット
uspto-grants-2006_11
特許番号
US07138395B2

反応ノート

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