Pentadecanoic Acid → Pentadecanoyl chloride

HRID 848935

Reaktionsgleichung

Reaktionsgleichung von HRID 848935
[C:1]([OH:17])(=O)[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][CH3:15].S(Cl)([Cl:20])=O>C1CCCCC1>[C:1]([Cl:20])(=[O: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][CH3:15]

Komponenten

4

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

In a one L (liter) two-necked flask were placed 160.0 g (0.66 mol) of pentadecanoic acid and 200 milliliter (mL) of cyclohexane, and the flask was equipped with a 100 mL dropping funnel containing 83.3 g (0.7 mol) of thionyl chloride and a reflux tube. Then, the pentadecanoic acid was completely dissolved under heating and stirring of the flask in an oil bath at 80° C. Thereafter the thionyl chloride was added dropwise over a period of 2 hours, and further the oil bath was maintained at 80° C. for one hour. From the resultant reaction mixture were removed the cyclohexane and the thionyl chloride under reduced pressure by means of an aspirator. The resultant crude reaction product was subjected to vacuum distillation. Thus 110.0 g (0.42 mol) of pentadecanoyl chloride was obtained in a yield of 63.9% based on the fed pentadecanoic acid.

Aufarbeitung

  1. customthe flask was equipped with a 100 mL
  2. temperatureunder heating
  3. temperaturefurther the oil bath was maintained at 80° C. for one hour
  4. customFrom the resultant reaction mixture
  5. customwere removed the cyclohexane
  6. customThe resultant crude reaction product
  7. distillationwas subjected to vacuum distillation

Quellen und Nachweise

ORD-Eintrag
ord-07969b092a2c4ae1a17a8fdba6c55536
Quelldatensatz
uspto-grants-2000_01
Patentnummer
US06010708

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