Dimethylformamide → 4-Bromo-2,2-diphenylbutyric chloride

HRID 279073

Reaktionsgleichung

Reaktionsgleichung von HRID 279073
[Br:1][CH2:2][CH2:3][C:4]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:5](O)=[O:6].S(Cl)([Cl:22])=O.CN(C)C=O>C(Cl)(Cl)Cl>[Br:1][CH2:2][CH2:3][C:4]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:5]([Cl:22])=[O:6]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 27569594-Bromo-2,2-diphenylbutyric acid

Produkt 1

HCID 222500664-Bromo-2,2-diphenylbutyric chlorideAusbeute 94,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

4-Bromo-2,2-diphenylbutyric acid 23 g (72 mmol) was suspended in 150 mL of chloroform. At room temperature, 20 mL (270 mmol) of thionyl chloride was added dropwise to the resulting suspension. After addition of 0.2 mL of dimethylformamide, the resulting mixture was heated under reflux for 4 hours. After completion of the reaction, the solvent was concentrated under reduced pressure, whereby 23 g (yield: 94.7%) of 4-bromo-2,2-diphenylbutyric chloride was obtained.

Aufarbeitung

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 4 hours
  3. customAfter completion of the reaction
  4. concentrationthe solvent was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-18aefa498618404db98a73d8d2df4637
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06362203B1

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