Water → 1-Hexadecanol, 1-(4-methylbenzenesulfonate)

HRID 1726428

Reaktionsgleichung

Reaktionsgleichung von HRID 1726428
[CH2:1]([OH:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].N1C=CC=CC=1.[C:24]1([CH3:34])[CH:29]=[CH:28][C:27]([S:30](Cl)(=[O:32])=[O:31])=[CH:26][CH:25]=1.O>ClCCl>[C:24]1([CH3:34])[CH:29]=[CH:28][C:27]([S:30]([O:17][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])(=[O:32])=[O:31])=[CH:26][CH:25]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 1049PyridineHCID 2682Cetyl AlcoholHCID 73974-Toluenesulfonyl chloride

Produkt 1

HCID 801711-Hexadecanol, 1-(4-methylbenzenesulfonate)

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

10 mmol palmityl alcohol and 20 mmol pyridine are dissolved in 100 ml dry dichloromethane. 10 mmol toluene4-sulphonyl chloride is slowly added and the mixture is heated to 40° C. with stirring for 1 hour. The reaction is cooled to room temperature and 25 ml cold water is added to stop the reaction. The mixture is washed with 3×50 ml cold, 1% aqueous sulfuric acid to remove the pyridine followed by 3×25 ml cold water and evaporation to yield palmityl toluene-4-sulfonate.

Aufarbeitung

  1. temperatureThe reaction is cooled to room temperature
  2. customthe reaction
  3. washThe mixture is washed with 3×50 ml cold
  4. custom1% aqueous sulfuric acid to remove the pyridine
  5. customfollowed by 3×25 ml cold water and evaporation

Quellen und Nachweise

ORD-Eintrag
ord-5b5ffbafb1774ba4832954975dc33a2e
Quelldatensatz
uspto-grants-2009_02
Patentnummer
US07491836B2

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