Tetrabutylammonium Fluoride → (6-Ethylpyridin-3-yl)methanol

HRID 1296004노트

반응식

HRID 1296004 반응식
C(C1([SiH2][C:12]([O:28]C(C2C=NC(CC)=CC=2)([SiH2]C2C=CC=CC=2)[SiH2]C2(C(C)(C)C)C=CC=CC2)([C:20]2[CH:21]=[N:22][C:23]([CH2:26][CH3:27])=[CH:24][CH:25]=2)[SiH2]C2C=CC=CC=2)C=CC=CC1)(C)(C)C.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>O1CCCC1>[CH2:26]([C:23]1[N:22]=[CH:21][C:20]([CH2:12][OH:28])=[CH:25][CH:24]=1)[CH3:27]

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 137328928HCID 137328928, 화합물

생성물 1

HCID 22929790(6-Ethylpyridin-3-yl)methanol수율 78.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

After dissolving the 1-(tert-butyl)-1,1-diphenylsilyl [(6-ethyl-3-pyridyl)methyl]ether (7.81 g, 20.8 mmol) in tetrahydrofuran (80 ml), TBAF (31.2 ml, 31.2 mmol) was added and the mixture was stirred at room temperature for 1 hour. The reaction mixture was quenched with water and was extracted with ethyl acetate. After washing the extract with brine, it was dried over anhydrous sodium sulfate and filtered, the filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (2.25 g) as a colorless oil. (78.8% yield)

후처리

  1. additionwas added
  2. customThe reaction mixture was quenched with water
  3. extractionwas extracted with ethyl acetate
  4. washAfter washing the
  5. extractionextract with brine, it
  6. dry with materialwas dried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationthe filtrate was concentrated under reduced pressure
  9. customthe residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-00a8ca9c29534c86bd412372dd42774b
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244730B2

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