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

HRID 412235

反応式

HRID 412235 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 9899653Benzyl 3-formylpiperidine-1-carboxylate収率 82%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-ecba8e3f8ebf43299bfa418347a28d35
出典データセット
uspto-grants-2003_05
特許番号
US06562811B1

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