Pyridine → 2-(Dodecanoyloxy)ethyl benzoate

HRID 616450

Reaktionsgleichung

Reaktionsgleichung von HRID 616450
[C:1]([O:9][CH2:10][CH2:11][OH:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.[C:19](Cl)(=[O:31])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]>C1C=CC=CC=1>[C:19]([O:12][CH2:11][CH2:10][O:9][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)(=[O:31])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 8166Dodecanoyl chloride2×HCID 66747Ethylene glycol monobenzoate

Produkt 1

HCID 203139472-(Dodecanoyloxy)ethyl benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

To sixteen grams (0.1 mole) of ethylene glycol monobenzoate containing 20 gms (0.25 mole) of pyridine was added 22 gms (0.1 mole) of lauroyl chloride with stirring. With the final addition of lauroyl chloride approximately 50 ml of benzene was added and the mixture stirred for 1 hour. The pyridine hydrochloride was filtered off and the product water washed to remove residual pyridine. The benzene solution was dried over anhydrous sodium sulfate and percolated through a column filled with activated alumina to removal residual free acid. The solvent was removed at reduced pressure. The product, 2-benzoyloxyethyl laurate, was characterized on the basis of the chemical shifts in the NMR spectrum and the absence of OH-stretching and other bands associated with reaction byproducts or impurities.

Aufarbeitung

  1. additionwas added
  2. stirringthe mixture stirred for 1 hour
  3. filtrationThe pyridine hydrochloride was filtered off
  4. washthe product water washed
  5. customto remove residual pyridine
  6. dry with materialThe benzene solution was dried over anhydrous sodium sulfate
  7. additionfilled with activated alumina to removal residual free acid
  8. customThe solvent was removed at reduced pressure
  9. customother bands associated with reaction byproducts or impurities

Quellen und Nachweise

ORD-Eintrag
ord-e02536fae9a942e692408d42d6c13646
Quelldatensatz
uspto-grants-1978_02
Patentnummer
US04074058

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