Methanol → Methyl 12-aminododecanoate

HRID 1291689

Reaktionsgleichung

Reaktionsgleichung von HRID 1291689
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14].CO.S(=O)(=O)(O)O.[C:23](=O)([O-])[O-].[Na+].[Na+]>C(Cl)Cl>[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:23])=[O:14]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 6966112-Aminododecanoic Acid

Produkt 1

HCID 3665980Methyl 12-aminododecanoateAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a 3-l flask equipped with a stirrer, 200.0 g (0.93 mol) of 12-aminododecanoic acid, 600 g of methanol and 100 g (1.0 mol) of sulfuric acid were charged, followed by stirring at 60° C. for 5 hours. After the reaction mixture was allowed to cool down, it was diluted with methylene chloride, followed by neutralization with an aqueous solution of sodium carbonate. The solvent was distilled off under reduced pressure, followed by purification by chromatography on an alumina short column, whereby 201.7 g of the title compound (7-a) were obtained (yield: 95%).

Aufarbeitung

  1. customTo a 3-l flask equipped with a stirrer
  2. temperatureto cool down
  3. distillationThe solvent was distilled off under reduced pressure
  4. customfollowed by purification by chromatography on an alumina short column

Quellen und Nachweise

ORD-Eintrag
ord-65d1920ed434425f8e8e578931e129a0
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05753707

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