3-(p-Tolyl)acrylic acid → p-Methylcinnamoyl chloride

HRID 651586Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 651586
S(Cl)([Cl:3])=O.[C:5]1([CH3:16])[CH:10]=[CH:9][C:8]([CH:11]=[CH:12][C:13](O)=[O:14])=[CH:7][CH:6]=1>C1C=CC=CC=1>[C:5]1([CH3:16])[CH:10]=[CH:9][C:8]([CH:11]=[CH:12][C:13]([Cl:3])=[O:14])=[CH:7][CH:6]=1

Komponenten

4

Edukt 2

HCID 158353-(p-Tolyl)acrylic acidHCID 24386Thionyl Chloride

Produkt 1

HCID 53411298p-Methylcinnamoyl chlorideAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

Thionyl chloride (9.44 mL, 129.5 mmol) is added dropwise to a solution of 3-p-tolyl-acrylic acid (20 g, 123.3 mmol) in benzene (50 mL) at 0° C. The resulting solution is allowed to warm to room temperature then heated to reflux for 2 hours. The mixture is concentrated to dryness on the rotovap to give the crude product (22.3 g, 123.3 mmol) which is taken onto the next step.

Aufarbeitung

  1. temperaturethen heated
  2. temperatureto reflux for 2 hours
  3. concentrationThe mixture is concentrated to dryness on the rotovap

Quellen und Nachweise

ORD-Eintrag
ord-ac9d88fd87624535ab1879cdd5d6fd93
Quelldatensatz
uspto-grants-2001_08
Patentnummer
US06281227B1

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