Aluminium lithium hydride → (4-Methoxycyclohexyl)methanol

HRID 56895

반응식

HRID 56895 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][CH:9]1[CH2:14][CH2:13][CH:12]([C:15](OC)=[O:16])[CH2:11][CH2:10]1>C(OC)(C)(C)C>[CH3:7][O:8][CH:9]1[CH2:14][CH2:13][CH:12]([CH2:15][OH:16])[CH2:11][CH2:10]1

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 53849879Methyl 4-methoxycyclohexane-1-carboxylate

생성물 1

HCID 18533153(4-Methoxycyclohexyl)methanol

시약·촉매·용매 1

HCID 15413tert-Butyl methyl ether용매2회

반응 조건

온도
40 °C

실험 절차

13.7 ml (27.5 mmol) of lithium aluminium hydride solution (2M in THF) was diluted with 82 ml of methyl tert-butyl ether, and a solution of 4.30 g (25.0 mmol) of methyl 4-methoxycyclohexanecarboxylate (cis/trans isomer mixture) in 82 ml of methyl tert-butyl ether was then added dropwise. The reaction solution was stirred at 40° C. for another 6 h and the reaction was then terminated by addition of 10 ml of water and 10 ml of aqueous 10% strength potassium hydroxide solution. The organic phase was decanted, dried over sodium sulphate and filtered, and the solvent was removed under reduced pressure. Yield: 3.24 g (90% of theory)

후처리

  1. customthe reaction was then terminated by addition of 10 ml of water and 10 ml of aqueous 10% strength potassium hydroxide solution
  2. customThe organic phase was decanted
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-0d53564daaef4c0d8e03d5230a61a068
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434690B2

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