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Heptadecanoic Acid → Heptadecanoyl Chloride

HRID 848937
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 848937
[C:1]([OH:19])(=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][CH2:15][CH2:16][CH3:17].S(Cl)([Cl:22])=O>C1CCCCC1>[C:1]([Cl:22])(=[O:19])[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][CH2:16][CH3:17]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 10465Heptadecanoic Acid2×HCID 24386Thionyl Chloride2×

Produkt 1

HCID 3516438Heptadecanoyl ChlorideAusbeute 81,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8078CyclohexaneLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

In a one L (liter) two-necked flask were placed 102.1 g (0.38 mol) of heptadecanoic acid and 200 milliliter (mL) of cyclohexane, and the flask was equipped with a 100 mL dropping funnel containing 67.3 g (0.57 mol) of thionyl chloride and a reflux tube. Then, the heptadecanoic 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 reaction mixture was subjected to vacuum distillation. Thus 88.5 g (0.31 mol) of heptadecanoyl chloride was obtained in a yield of 81.2% based on the fed heptadecanoic 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 reaction mixture
  7. distillationwas subjected to vacuum distillation

Quellen und Nachweise

ORD-Eintrag
ord-dc386b59b929450298c6b7b545141946
Quelldatensatz
uspto-grants-2000_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06010708

Notizen zur Reaktion

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