Tetrabutylammonium Fluoride → 2,6-Dipropyl-4-(2-hydroxyethyl)phenol

HRID 865518

Reaktionsgleichung

Reaktionsgleichung von HRID 865518
[Si]([O:8][C:9]1[C:14]([CH2:15][CH2:16][CH3:17])=[CH:13][C:12]([CH2:18][CH2:19][OH:20])=[CH:11][C:10]=1[CH2:21][CH2:22][CH3:23])(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[CH2:21]([C:10]1[CH:11]=[C:12]([CH2:18][CH2:19][OH:20])[CH:13]=[C:14]([CH2:15][CH2:16][CH3:17])[C:9]=1[OH:8])[CH2:22][CH3:23]

Komponenten

4

Edukt 2

HCID 2724141Tetrabutylammonium FluorideHCID 19080442t-Butyldimethylsilyloxy-2,6-dipropyl-4-(2-hydroxyethyl)-benzene

Produkt 1

HCID 190803732,6-Dipropyl-4-(2-hydroxyethyl)phenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a solution of 1.0 g (2.98 mrnol) of the product of Step C in 3.0 mL of THF was added 3.57 mL (3.57 mmol) of 1.0 N solution of tetrabutylammonium fluoride in THF. After 15 minutes TLC indicated that the reaction was complete. The reaction mixture was concentrated and then purified by flash chromatography (silica gel, hexane/ethyl acetate 3:1) to give 1.13 g of the title compound.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by flash chromatography (silica gel, hexane/ethyl acetate 3:1)

Quellen und Nachweise

ORD-Eintrag
ord-358f89dd7cad4de78ad84ce485f328f1
Quelldatensatz
uspto-grants-1996_10
Patentnummer
US05565485

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