Thionyl Chloride → 3-(Tribromomethanesulfonyl)benzoyl chloride

HRID 1934299Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1934299
[Br:1][C:2]([Br:16])([Br:15])[S:3]([C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=1)[C:9](O)=[O:10])(=[O:5])=[O:4].S(Cl)([Cl:19])=O>CN(C)C=O>[Br:1][C:2]([Br:16])([Br:15])[S:3]([C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=1)[C:9]([Cl:19])=[O:10])(=[O:5])=[O:4]

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 224660403-(Tribromomethanesulfonyl)benzoic acid

Produkt 1

HCID 224660413-(Tribromomethanesulfonyl)benzoyl chlorideAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To 375 g (0.86 mole) of 3-tribromomethanesulfonyl benzoic acid were added 1 ml of dimethylformamide and 500 ml of thionyl chloride and the mixture was refluxed for one hour. The reaction mixture was filtered and 3000 ml of hexane was added to the filtrate to precipitate crystals. The crystals were recovered by filtration and dried to obtain 366 g of 3-tribromomethanesulfonyl benzoylchloride (yield 94%, white crystals).

Aufarbeitung

  1. temperaturethe mixture was refluxed for one hour
  2. filtrationThe reaction mixture was filtered
  3. addition3000 ml of hexane was added to the filtrate
  4. customto precipitate crystals
  5. filtrationThe crystals were recovered by filtration
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-52cce440902b464aaab2bb83479dbb9c
Quelldatensatz
uspto-grants-2002_05
Patentnummer
US06383731B2

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