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Sulfuric acid magnesium salt (1:1) → (4-Propylphenyl)methanol

HRID 2405649
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HRID 2405649 반응식
C([Si](C)(C)[O:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH3:16])=[CH:10][CH:9]=1)(C)(C)C.[F-].C([NH3+])CCC.S([O-])([O-])(=O)=O.[Mg+2]>C1COCC1>[CH2:14]([C:11]1[CH:12]=[CH:13][C:8]([CH2:7][OH:6])=[CH:9][CH:10]=1)[CH2:15][CH3:16]
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참가 물질

5

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HCID 24083Sulfuric acid magnesium salt (1:1)HCID 536276511-Butanamine, hydrofluorideHCID 86690144Tert-butyldimethyl((4-propylbenzyl)oxy)silane

생성물 1

HCID 2760472(4-Propylphenyl)methanol수율 95%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

Under argon condition, tert-butyldimethyl((4-propylbenzyl)oxy)-silane (275 mg, 1.04 mmol) was dissolved in 5 mL of dry THF, and then n-butylammonium fluoride (TBAF; 1.56 mL, 1.0 M solution in tetrahydrofuran, 1.56 mmol) were slowly added thereto, and the mixture was stirred for 30 minutes at 0° C. Upon completion of the reaction, the reaction was terminated by adding 5 mL of aqueous saturated ammonium chloride solution. The reaction mixture was extracted with ethyl acetate (5 mL×4) and the organic layer thus obtained was treated with anhydrous magnesium sulfate to remove water. The precipitate was filtered out and the resulting solution was concentrated by distillation under reduced pressure and purified by column chromatography to obtain 198 mg (0.838 mmol, 95%) of the desired compound.

후처리

  1. customUpon completion of the reaction
  2. customthe reaction was terminated
  3. additionby adding 5 mL of aqueous saturated ammonium chloride solution
  4. extractionThe reaction mixture was extracted with ethyl acetate (5 mL×4)
  5. customthe organic layer thus obtained
  6. customto remove water
  7. filtrationThe precipitate was filtered out
  8. concentrationthe resulting solution was concentrated by distillation under reduced pressure
  9. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-9838e242d024453fae557506f3ecd01c
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08809012B2

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