Tetrabutylammonium Fluoride → 1-[2-(4-Ethynyl-phenoxy)-ethyl]-pyrrolidine

HRID 1916522Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1916522
C[Si]([C:5]#[C:6][C:7]1[CH:20]=[CH:19][C:10]([O:11][CH2:12][CH2:13][N:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)=[CH:9][CH:8]=1)(C)C.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[C:6]([C:7]1[CH:20]=[CH:19][C:10]([O:11][CH2:12][CH2:13][N:14]2[CH2:15][CH2:16][CH2:17][CH2:18]2)=[CH:9][CH:8]=1)#[CH:5]

Komponenten

4

Edukt 2

HCID 2724141Tetrabutylammonium FluorideHCID 673634551-[2-(4-Trimethylsilanylethynyl-phenoxy)-ethyl]-pyrrolidine

Produkt 1

HCID 859698151-[2-(4-Ethynyl-phenoxy)-ethyl]-pyrrolidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Under a nitrogen atmosphere a solution of 12.8 g (44.5 mmol) 1-[2-(4-trimethylsilanylethynyl-phenoxy)-ethyl]-pyrrolidine in 200 mL THF is combined with 15.5 g (49.0 mmol) TBAF and stirred for 3 h at RT. The solvent is distilled off i.vac., the residue taken up in EtOAc, the organic phase is washed with saturated, aqueous NaCl solution and dried over Na2SO4. After the desiccant and solvent have been eliminated the product is further reacted without any purification.

Aufarbeitung

  1. distillationThe solvent is distilled off i.vac
  2. washthe organic phase is washed with saturated, aqueous NaCl solution
  3. dry with materialdried over Na2SO4
  4. customis further reacted without any purification

Quellen und Nachweise

ORD-Eintrag
ord-42de2b1666ee4ba2acf6aae17429d693
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08618132B2

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