12-Methoxydodecanoate → Methyl 12-Methoxydodecanoate

HRID 1379261

Reaktionsgleichung

Reaktionsgleichung von HRID 1379261
O.O.O.O.O.[OH-].C[N+](C)(C)C.[CH3:12][O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]([OH:27])=[O:26].[CH3:28]I>C(#N)C>[CH3:12][O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]([O:27][CH3:28])=[O:26]

Komponenten

5

Edukt 3

HCID 142012-MethoxydodecanoateHCID 6328Methyl iodideHCID 82620Tetramethylammonium Hydroxide Pentahydrate

Produkt 1

HCID 19611779Methyl 12-MethoxydodecanoateAusbeute 98,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Tetramethylammonium hydroxide pentahydrate (1.7 g, 9.4 mmol) was added to a solution of the title product of Example 1 (2.0 g, 8.7 mmol) in 45 mL of anhydrous acetonitrile. After stirring for 4 hours at room temperature, methyl iodide (0.6 mL, 9.6 mmol) was added and the resulting milky solution stirred at room temperature. The solvent was removed by rotary evaporator and partioned between diethyl ether and water. The organic phase was washed with brine, dried over magnesium sulfate, filtered and concentrated to give the title compound (2.1 g) as a pale yellow liquid. The structure was supported by NMR, infrared spectroscopy, elemental analysis and mass spectroscopy.

Aufarbeitung

  1. stirringthe resulting milky solution stirred at room temperature
  2. customThe solvent was removed by rotary evaporator
  3. washThe organic phase was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-d44739a7fa3b4fc799ccb0f718acd009
Quelldatensatz
uspto-grants-1997_09
Patentnummer
US05670650

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