Dodecane → HCID 9855564, Verbindung

HRID 1243123Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1243123
C(P(=O)C(C)(C)C)(C)(C)C.[O-]P([O-])([O-])=O.[K+].[K+].[K+].I[C:20]1[CH:21]=[C:22]([CH3:27])[CH:23]=[C:24]([CH3:26])[CH:25]=1.[CH3:28][NH:29][CH:30]=[O:31].CCCCCCCCCCCC>C(OCC)(=O)C.[Cu]I.C1(C)C=CC=CC=1>[CH3:26][C:24]1[CH:25]=[C:20]([N:29]([CH3:28])[CH:30]=[O:31])[CH:21]=[C:22]([CH3:27])[CH:23]=1

Komponenten

9

Edukt 5

HCID 8182DodecaneHCID 31254N-MethylformamideHCID 62657Potassium Phosphate, TribasicHCID 1409241-Iodo-3,5-dimethylbenzeneHCID 178454901HCID 178454901, Verbindung

Produkt 1

HCID 9855564HCID 9855564, VerbindungAusbeute 46 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)KatalysatorHCID 1140TolueneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel2×

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

A Schlenk tube was charged with CuI (9.6 mg, 0.050 mmol, 5.0 mol %), di-tert-butylphosphine oxide (16.5 mg, 0.102 mmol), K3PO4 (430 mg, 2.03 mmol), evacuated, backfilled with Ar. 5-Iodo-m-xylene (145 μL, 1.00 mmol), N-methylformamide (72 μL, 1.23 mmol), and toluene (1.0 mL) were added under Ar. The Schlenk tube was sealed with a Teflon valve and the reaction mixture was stirred at 110° C. for 24 h. The suspension was allowed to reach room temperature. Dodecane (internal GC standard, 230 μL) and ethyl acetate (2 mL) were added. A 0.1 mL sample of the supernatant solution was diluted with ethyl acetate (1 mL) and analyzed by GC to provide a 46% yield of N-(3,5-dimethylphenyl)-N-methylformamide.

Aufarbeitung

  1. customevacuated
  2. customThe Schlenk tube was sealed with a Teflon valve
  3. customto reach room temperature

Quellen und Nachweise

ORD-Eintrag
ord-cd9ddd36f8754fd8b38ec075523faa25
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07115784B2

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