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

HRID 2192227

반응식

HRID 2192227 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-8f9be9092dbf4be9889bb6b389d40088
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329718B2

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