Ethyl 1-(2,2-dimethylpropanoyl)piperidine-4-carboxylate → [1-(2,2-Dimethylpropyl)piperidin-4-yl]methanol

HRID 2192227

反応式

HRID 2192227 の反応式
[C:1]([N:7]1[CH2:12][CH2:11][CH:10]([C:13](OCC)=[O:14])[CH2:9][CH2:8]1)(=O)[C:2]([CH3:5])([CH3:4])[CH3:3].[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH2:1]([N:7]1[CH2:12][CH2:11][CH:10]([CH2:13][OH:14])[CH2:9][CH2:8]1)[C:2]([CH3:5])([CH3:4])[CH3:3]

参加物

4

反応物 2

HCID 1164515Ethyl 1-(2,2-dimethylpropanoyl)piperidine-4-carboxylateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 21060224[1-(2,2-Dimethylpropyl)piperidin-4-yl]methanol収率 97%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

20a (29.5 g, 122 mmol) was dissolved in 200 mL of tetrahydrofuran and cooled to 0° C. Lithium aluminum hydride (s) (10.6 g, 279 mmol) was added slowly and the reaction was allowed to warm to rt and stirred for 24 h. The reaction was quenched by slow addition of sodium sulfate hydrated crystals (Na2SO4.10H2O) until there was no bubbling on addition followed by 20 mL of water. The mixture was filtered through Celite®, and the Celite® washed with diethyl ether. The solvent was removed from the filtrate to provide 20 g (97%) of the desired product as a white solid. 1H NMR (400 MHz, CDCl3).

後処理

  1. temperatureto warm to rt
  2. customThe reaction was quenched by slow addition of sodium sulfate hydrated crystals (Na2SO4.10H2O) until there
  3. additionbubbling on addition
  4. filtrationThe mixture was filtered through Celite®
  5. washthe Celite® washed with diethyl ether
  6. customThe solvent was removed from the filtrate

出典と根拠

ORDレコード
ord-8f9be9092dbf4be9889bb6b389d40088
出典データセット
uspto-grants-2012_12
特許番号
US08329718B2

関連ノート

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