Tributyl(2-phenylethynyl)stannane → HCID 86601214, Verbindung

HRID 349257

Reaktionsgleichung

Reaktionsgleichung von HRID 349257
[CH2:1]([Sn:5]([CH2:18][CH2:19][CH2:20][CH3:21])([CH2:14][CH2:15][CH2:16][CH3:17])[C:6]#[C:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:2][CH2:3][CH3:4].[F:22][C:23]([F:39])([F:38])[C:24]1[CH:25]=[C:26]([CH:31]=[C:32]([C:34]([F:37])([F:36])[F:35])[CH:33]=1)[CH2:27][N:28]=[N+:29]=[N-:30]>C1(C)C=CC=CC=1>[F:22][C:23]([F:38])([F:39])[C:24]1[CH:25]=[C:26]([CH:31]=[C:32]([C:34]([F:37])([F:35])[F:36])[CH:33]=1)[CH2:27][N:28]1[C:7]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)=[C:6]([Sn:5]([CH2:1][CH2:2][CH2:3][CH3:4])([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:18][CH2:19][CH2:20][CH3:21])[N:30]=[N:29]1

Komponenten

4

Edukt 2

HCID 630640Tributyl(2-phenylethynyl)stannaneHCID 441857431-(Azidomethyl)-3,5-bis(trifluoromethyl)benzene

Produkt 1

HCID 86601214HCID 86601214, VerbindungAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Heat a mixture of tri-n-butyl-phenylethynyl-stannane (11.0 g, 30.0 mmol) and 3,5-bis-trifluoromethyl-benzyl azide (9.68 g, 36.0 mmol) in toluene (40 mL) at reflux until reaction is complete. Concentrate to remove the solvent in vacuo and purify the residue by flash chromatography on silica gel (elution with 17% ether in hexanes) to give the title compound (17.5 g, 26.4 mmol, 88%). MS (ES) 660.1, 662.1 (M+1); LC Rf=0.1 (17% ether in hexanes).

Aufarbeitung

  1. temperatureHeat
  2. temperatureat reflux until reaction
  3. concentrationConcentrate
  4. customto remove the solvent in vacuo
  5. custompurify the residue by flash chromatography on silica gel (elution with 17% ether in hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-69c4d2941ae84e44bf928c2351a234b2
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07179804B2

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