Methanol → (E)-(3-(5-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-3-(prop-1-enyl)pyridin-2-yloxy)phenyl)methanol

HRID 1690149노트

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HRID 1690149 반응식
[F:1][C:2]([F:33])([F:32])[C:3]([C:12]1[CH:13]=[C:14](/[CH:29]=[CH:30]/[CH3:31])[C:15]([O:18][C:19]2[CH:20]=[C:21]([CH:26]=[CH:27][CH:28]=2)[C:22](OC)=[O:23])=[N:16][CH:17]=1)([O:8][CH2:9][O:10][CH3:11])[C:4]([F:7])([F:6])[F:5].[H-].[Al+3].[Li+].[H-].[H-].[H-].CO.O>O1CCCC1>[F:33][C:2]([F:1])([F:32])[C:3]([C:12]1[CH:13]=[C:14](/[CH:29]=[CH:30]/[CH3:31])[C:15]([O:18][C:19]2[CH:20]=[C:21]([CH2:22][OH:23])[CH:26]=[CH:27][CH:28]=2)=[N:16][CH:17]=1)([O:8][CH2:9][O:10][CH3:11])[C:4]([F:7])([F:6])[F:5]

참가 물질

6

반응물 4

HCID 887MethanolHCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 59201011methyl (E)-3-(5-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-3-(prop-1-enyl)pyridin-2-yloxy)benzoate

생성물 1

HCID 59201010(E)-(3-(5-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-3-(prop-1-enyl)pyridin-2-yloxy)phenyl)methanol수율 95%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methyl (E)-3-(5-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-3-(prop-1-enyl)pyridin-2-yloxy)benzoate (81 mg, 0.168 mmol) in tetrahydrofuran (2 mL), lithium aluminum hydride (9.6 mg, 0.252 mmol) was added under ice-cold conditions, and the resultant mixture was stirred at room temperature for 3 hours. The reaction solution was added with methanol and water, filtered using celite, and extracted with ethyl acetate. The organic layer was washed with brine, dried using anhydrous sodium sulfate, and concentrated in vacuo. The obtained residue was purified using silica-gel column chromatography (ethyl acetate), and the title compound (72 mg, yield 94.9%) was obtained as a yellow oil.

후처리

  1. filtrationfiltered
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customThe obtained residue was purified

출처 및 근거

ORD 기록
ord-106a19d435ef47c78fe170ac40f7fb78
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153634B2

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