Solketal → HCID 14819669, Verbindung

HRID 34845

Reaktionsgleichung

Reaktionsgleichung von HRID 34845
[H-].[Na+].[CH2:3]([C:9]1[CH:14]=[C:13]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH:12]=[CH:11][C:10]=1[OH:29])[CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].S([O-])(=O)(=O)C.[CH3:35][C:36]1([CH3:43])[O:40][CH:39]([CH2:41]O)[CH2:38][O:37]1>CN(C)C=O>[CH2:3]([C:9]1[CH:14]=[C:13]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH:12]=[CH:11][C:10]=1[O:29][CH2:41][CH:39]1[CH2:38][O:37][C:36]([CH3:43])([CH3:35])[O:40]1)[CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Komponenten

6

Edukt 4

HCID 7528SolketalHCID 24758Sodium hydrideHCID 85257MethanesulfonateHCID 150302662-Hexyl-4-tetradecylphenol

Produkt 1

HCID 14819669HCID 14819669, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

To a suspension of 2.27 g of prewashed 50% sodium hydride in 65 ml of dimethylformamide was added dropwise a solution of 11.78 g of 2-hexyl-4-tetradecylphenol in 65 ml of dimethylformamide. This mixture was heated for 1/2 hour, then 8.61 g of the mesylate of solketal was added. The mixture was heated at reflux for 3 hours, cooled, quenched carefully with water and extracted several times with ether. The ether extracts were combined, dried and the solvent evaporated, giving 15 g of the desired compound.

Aufarbeitung

  1. temperatureThis mixture was heated for 1/2 hour
  2. temperatureThe mixture was heated
  3. temperatureat reflux for 3 hours
  4. temperaturecooled
  5. customquenched carefully with water
  6. extractionextracted several times with ether
  7. customdried
  8. customthe solvent evaporated

Quellen und Nachweise

ORD-Eintrag
ord-327ff457d93342b69f39f69d5e3558d4
Quelldatensatz
uspto-grants-1988_08
Patentnummer
US04762942

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