1-Decanol → Decyl 2-Hydroxyoctanoate

HRID 256798

Reaktionsgleichung

Reaktionsgleichung von HRID 256798
[OH:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[C:3]([OH:5])=[O:4].[CH2:12](O)[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]>S(=O)(=O)(O)O>[OH:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[C:3]([O:5][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[O:4]

Komponenten

4

Edukt 2

HCID 81741-DecanolHCID 94180Hydroxycaprylic Acid

Produkt 1

HCID 18955021Decyl 2-HydroxyoctanoateAusbeute 77,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidKatalysator

Versuchsvorschrift

A 250 ml one neck round bottom flask equipped with a Dean Stark trap, condenser and nitrogen inlet/outlet was charged with 20.0 g (0.125 moles) 2-hydroxyoctanoic acid, 79.0 g (0.499 moles) decyl alcohol, and 0.062 g sulfuric acid. The mixture was heated to 140° for 8 hours and water was collected as the reaction proceeded. The acid was neutralized by washing three times with 50 ml saturated sodium bicarbonate solution. Approximately 50 ml ether was needed to break the emulsion. The organic layer was collected and dried over magnesium sulfate. Excess decyl alcohol was removed by high vacuum distillation to yield 28.99 g (77.3% yield) of clear pale yellow liquid. According to GC the product is 99.6% pure.

Aufarbeitung

  1. temperatureThe mixture was heated to 140° for 8 hours
  2. customwater was collected as the reaction
  3. washby washing three times with 50 ml saturated sodium bicarbonate solution
  4. customThe organic layer was collected
  5. dry with materialdried over magnesium sulfate
  6. customExcess decyl alcohol was removed by high vacuum distillation

Quellen und Nachweise

ORD-Eintrag
ord-b00d648aea424b888fe4c5c262f9d621
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05260051

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