Tetrabutylammonium Fluoride → 4-Hydroxy-3-(2-propen-1-yl)benzyl alcohol

HRID 37234Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 37234
C([Si](C)(C)[O:6][C:7]1[CH:14]=[CH:13][C:10]([CH2:11][OH:12])=[CH:9][C:8]=1[CH2:15][CH:16]=[CH2:17])(C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[OH:6][C:7]1[CH:14]=[CH:13][C:10]([CH2:11][OH:12])=[CH:9][C:8]=1[CH2:15][CH:16]=[CH2:17]

Komponenten

4

Edukt 2

HCID 2724141Tetrabutylammonium FluorideHCID 544131774-(Tert-butyldimethylsilyloxy)3-(2-propen-1-yl)benzyl alcohol

Produkt 1

HCID 539952564-Hydroxy-3-(2-propen-1-yl)benzyl alcoholAusbeute 793,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of approximately 7.26 g (2.6 mmol) of the crude product of Step D, dissolved in 50 mL of anhydrous THF was added 26 mL (2.6 mmol) of tetra-n-butylammonium fluoride and the reaction mixture was stirred at room temperature for 16 hours. The mixture was then evaporated in vacuo and the residual oil was purified on a silica gel flash chromatography column eluted with 5% methanol/chloroform to afford 3.386 g (79%) of the title compound as a colorless oil.

Aufarbeitung

  1. customThe mixture was then evaporated in vacuo
  2. customthe residual oil was purified on a silica gel flash chromatography column
  3. washeluted with 5% methanol/chloroform

Quellen und Nachweise

ORD-Eintrag
ord-65df9dfaec5d442a89a7072573d0ee91
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05420133

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