Oxygen → ((4-Bromophenyl)ethynyl)triisopropylsilane

HRID 2246489

Reaktionsgleichung

Reaktionsgleichung von HRID 2246489
[CH:1]([Si:4]([C:11]#[CH:12])([CH:8]([CH3:10])[CH3:9])[CH:5]([CH3:7])[CH3:6])([CH3:3])[CH3:2].C(N(CC)CC)C.O=O.[Br:22][C:23]1[CH:28]=[CH:27][C:26](I)=[CH:25][CH:24]=1>O1CCCC1.[Cu](I)I.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[Br:22][C:23]1[CH:28]=[CH:27][C:26]([C:12]#[C:11][Si:4]([CH:5]([CH3:6])[CH3:7])([CH:1]([CH3:3])[CH3:2])[CH:8]([CH3:10])[CH3:9])=[CH:25][CH:24]=1

Komponenten

8

Edukt 4

HCID 977OxygenHCID 8471TriethylamineHCID 115221-Bromo-4-iodobenzeneHCID 2734682(Triisopropylsilyl)acetylene

Produkt 1

HCID 57809595((4-Bromophenyl)ethynyl)triisopropylsilane

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 83717Copper iodideKatalysatorHCID 178418476HCID 178418476, VerbindungKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

11.6 mL triisopropylsilylacetylen and 14.4 mL triethylamine followed by 0.2 g copper iodide and 0.73 g bis-(triphenylphosphine)-palladium dichloride are added under argon to an oxygen-free solution of 15.0 g 4-bromo-1-iodo-benzene in 150 mL dry tetrahydrofuran. The solution is stirred for 16 h at ambient temperature and then filtered through Celite and evaporated down. The residue is purified by chromatography on silica gel (cyclohexane).

Aufarbeitung

  1. filtrationfiltered through Celite
  2. customevaporated down
  3. customThe residue is purified by chromatography on silica gel (cyclohexane)

Quellen und Nachweise

ORD-Eintrag
ord-99738f654bff4a7da2cd2e1ca416f1a1
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07687469B2

Verknüpfte Notizen

Wird geladen…