Tetrabutylammonium Fluoride → 2-(5-Ethynyl-indol-1-yl)-ethanol

HRID 1916708

Reaktionsgleichung

Reaktionsgleichung von HRID 1916708
CCCC[N+](CCCC)(CCCC)CCCC.[F-].C[Si]([C:23]#[C:24][C:25]1[CH:26]=[C:27]2[C:31](=[CH:32][CH:33]=1)[N:30]([CH2:34][CH2:35][OH:36])[CH:29]=[CH:28]2)(C)C>C1COCC1>[C:24]([C:25]1[CH:26]=[C:27]2[C:31](=[CH:32][CH:33]=1)[N:30]([CH2:34][CH2:35][OH:36])[CH:29]=[CH:28]2)#[CH:23]

Komponenten

4

Edukt 2

HCID 2724141Tetrabutylammonium FluorideHCID 673645732-(5-Trimethylsilanylethynyl-indol-1-yl)-ethanol

Produkt 1

HCID 859695012-(5-Ethynyl-indol-1-yl)-ethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Under an N2 atmosphere 29 g (91.8 mmol) TBAF are added to a solution of 21.5 g (83.5 mmol) 2-(5-trimethylsilanylethynyl-indol-1-yl)-ethanol in 500 mL THF and the reaction mixture is stirred for 1.5 h at RT. The mixture is evaporated down i. vac., the residue is taken up in 300 mL EtOAc, the organic phase is washed twice with in each case 200 mL water and once with 200 mL saturated NaCl solution and dried over Na2SO4. After the desiccant and solvent have been eliminated the desired product is obtained in the form of a brown oil.

Aufarbeitung

  1. customThe mixture is evaporated down i
  2. washthe organic phase is washed twice with in each case 200 mL water and once with 200 mL saturated NaCl solution
  3. dry with materialdried over Na2SO4
  4. customis obtained in the form of a brown oil

Quellen und Nachweise

ORD-Eintrag
ord-1c132bf5bf4e456192c1a58216ac499e
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08618132B2

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