Tetrabutylammonium Fluoride → 3-Bromo-4-ethynylbiphenyl

HRID 735157Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 735157
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Br:19][C:20]1[CH:21]=[C:22]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH:23]=[CH:24][C:25]=1[C:26]#[C:27][Si](C(C)(C)C)(C)C>C1COCC1>[Br:19][C:20]1[CH:21]=[C:22]([C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)[CH:23]=[CH:24][C:25]=1[C:26]#[CH:27]

Komponenten

4

Edukt 2

HCID 2724141Tetrabutylammonium FluorideHCID 68817863(3-Bromobiphenyl-4-ylethynyl)-tert-butyldimethylsilane

Produkt 1

HCID 860607363-Bromo-4-ethynylbiphenyl

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

1.99 mL (1.99 mmol) of a 1M tetrabutylammonium fluoride solution in THF is added batchwise at 5° C. to a solution of 495 mg (1.33 mmol) of (3-bromobiphenyl-4-ylethynyl)-tert-butyldimethylsilane in 8 mL of anhydrous THF. The reaction mixture is stirred for another 30 minutes at ambient temperature and evaporated down. The residue is combined with diethyl ether and water and the organic phase is dried over sodium sulfate. Yield: 0.34 g (99% of theory); C14H9Br (M=257.12); calc.: molecular ion peak (M−H)−: 255/257 (Br); found: molecular ion peak (M−H)−: 255/257 (Br).

Aufarbeitung

  1. customevaporated down
  2. dry with materialthe organic phase is dried over sodium sulfate

Quellen und Nachweise

ORD-Eintrag
ord-ce0087346a914ada91830205f2a9702d
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07592373B2

Notizen zur Reaktion

Wird geladen…