Aluminium lithium hydride → Benzyl 3-formylpiperidine-1-carboxylate

HRID 412235

반응식

HRID 412235 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].CON(C)[C:10]([CH:12]1[CH2:17][CH2:16][CH2:15][N:14]([C:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:19])[CH2:13]1)=[O:11]>C1COCC1>[CH:10]([CH:12]1[CH2:17][CH2:16][CH2:15][N:14]([C:18]([O:20][CH2:21][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)=[O:19])[CH2:13]1)=[O:11]

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 22258974Benzyl 3-[methoxy(methyl)carbamoyl]piperidine-1-carboxylate

생성물 1

HCID 9899653Benzyl 3-formylpiperidine-1-carboxylate수율 82%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a cooled (−78° C.) suspension of lithium aluminum hydride (0.70 g, 18.4 mmol) in dry THF (100 mL) under an argon atmosphere was added dropwise a solution of benzyl 3-{[methoxy(methyl)amino]carbonyl}-1-piperidinecarboxylate (4.5 g, 14.7 mmol) in THF (30 mL), and the stirring was continued at −78° C. for 45 min. The reaction mixture was quenched with 0.5N KHSO4 (130 mL), and then extracted with ether. The separated organic phase was dried over MgSO4, filtered, and concentrated under reduced pressure to give benzyl 3-formyl-1-piperidinecarboxylate as a colorless oil (0.54 g, yield; 82%).

후처리

  1. temperatureTo a cooled
  2. customThe reaction mixture was quenched with 0.5N KHSO4 (130 mL)
  3. extractionextracted with ether
  4. dry with materialThe separated organic phase was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-ecba8e3f8ebf43299bfa418347a28d35
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06562811B1

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