Chlorosulfonic acid → 3-Bromo-4-(trifluoromethoxy)benzenesulfonyl chloride

HRID 870343Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 870343
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][C:9]([F:12])([F:11])[F:10].[Cl:13][S:14](O)(=[O:16])=[O:15]>ClCCl.CCCCCCC.ClCCl>[Br:1][C:2]1[CH:7]=[C:6]([S:14]([Cl:13])(=[O:16])=[O:15])[CH:5]=[CH:4][C:3]=1[O:8][C:9]([F:11])([F:10])[F:12]

Komponenten

5

Edukt 2

HCID 24638Chlorosulfonic acidHCID 27772661-Bromo-2-(trifluoromethoxy)benzene

Produkt 1

HCID 509980203-Bromo-4-(trifluoromethoxy)benzenesulfonyl chlorideAusbeute 77,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittel3×HCID 21907733Dichloromethane heptaneLösungsmittel

Versuchsvorschrift

2.0 g of 1-bromo-2-(trifluoro-methoxy)benzene (8.3 mmol) were dissolved in 30 ml of dichloromethane. At 0-5° C., 1.06 g of chlorosulfonic acid (9.13 mmol), dissolved in 3 ml of dichloromethane, were added dropwise. The reaction mixture was stirred for 30 min at room temperature. Additional 5.5 equivalents of chlorosulfonic in dichloromethane were added to drive the reaction to completion. Standard work-up was followed and silica gel chromatography with n-heptane-dichloromethane (6:4) as eluent gave 2.19 g of the title compound.

Aufarbeitung

  1. additionwere added dropwise
  2. customthe reaction to completion

Quellen und Nachweise

ORD-Eintrag
ord-a7097275b96e462289c2007119b09759
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08969552B2

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