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

HRID 271724Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 271724
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.vac
  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-6f6fac28a2a74bc4b159ee0b6b7e0c66
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07452911B2

Notizen zur Reaktion

Wird geladen…