Tert-butyl 4-(2-oxo-2-(piperidin-1-yl)ethoxy)piperidine-1-carboxylate → Tert-butyl 4-(2-(piperidin-1-yl)ethoxy)piperidine-1-carboxylate

HRID 1091794ノート

反応式

HRID 1091794 の反応式
O=[C:2]([N:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1)[CH2:3][O:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]1>C1COCC1>[N:18]1([CH2:2][CH2:3][O:4][CH:5]2[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]2)[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1

参加物

3

反応物 1

HCID 57791806Tert-butyl 4-(2-oxo-2-(piperidin-1-yl)ethoxy)piperidine-1-carboxylate

生成物 1

HCID 57791789Tert-butyl 4-(2-(piperidin-1-yl)ethoxy)piperidine-1-carboxylate収率 101.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
40 °C

実験手順

Tert-butyl 4-(2-oxo-2-(piperidin-1-yl)ethoxy)piperidine-1-carboxylate (111) (7.5 g, 22.98 mmol) was dissolved in dry THF (100 mL), to this was added borane-methyl sulfide complex (17.23 mL, 34.46 mmol) and the reaction was stirred at 40° C. for 3 hours then at ambient temperature overnight. The gummy mixture was evaporated and was quenched with 2.0 N sodium carbonate (50 mL), extracted with EtOAc (3×75 mL), the organic layer was dried over MgSO4, filtered and evaporated to afford tert-butyl 4-(2-(piperidin-1-yl)ethoxy)piperidine-1-carboxylate (7.3 g, 95% yield) as a colourless liquid and used without further purification.

後処理

  1. additionto this was added borane-methyl sulfide complex (17.23 mL, 34.46 mmol)
  2. customat ambient temperature
  3. customovernight
  4. customThe gummy mixture was evaporated
  5. customwas quenched with 2.0 N sodium carbonate (50 mL)
  6. extractionextracted with EtOAc (3×75 mL)
  7. dry with materialthe organic layer was dried over MgSO4
  8. filtrationfiltered
  9. customevaporated

出典と根拠

ORDレコード
ord-350f7410cec3415984070351999852d4
出典データセット
uspto-grants-2012_03
特許番号
US08129380B2

反応ノート

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