Boron trifluoride → 1-Benzenesulfonyl-2-(4-fluorobenzoyl)pyrrole

HRID 11237

Reaktionsgleichung

Reaktionsgleichung von HRID 11237
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.B(F)(F)F.[C:15]1([S:21]([N:24]2[CH:28]=[CH:27][CH:26]=[CH:25]2)(=[O:23])=[O:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>ClCCl>[C:15]1([S:21]([N:24]2[CH:25]=[CH:26][CH:27]=[C:28]2[C:6](=[O:7])[C:5]2[CH:9]=[CH:10][C:2]([F:1])=[CH:3][CH:4]=2)(=[O:23])=[O:22])[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Komponenten

5

Edukt 3

HCID 6356Boron trifluorideHCID 678794-Fluorobenzoyl chlorideHCID 1401461-Phenylsulfonylpyrrole

Produkt 1

HCID 219729051-Benzenesulfonyl-2-(4-fluorobenzoyl)pyrroleAusbeute 33 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel3×

Versuchsvorschrift

To a solution of 4-fluorobenzoylchloride (1.74 g, 11 mmol) in dichloromethane (2ml) was added dropwise a solution of boron trifluoride diethyletherate (3.4 ml, 27.6 mmol) in dichloromethane (20 ml). The mixture was stirred for 10 minutes at room temperature. Subsequently, to the mixture was added dropwise a solution of 1-benzenesulfonylpyrrole (1.9 g, 9.2 mmol) in accordance with a method described in Example 8 (1) in dichloromethane (5 ml). The mixture was stirred for 12 hours. The reaction mixture was poured into ice-water and extracted with ethylacetate. The extract was washed with water and dried. The solvent was evaporated. The obtained crude crystal was recrystallized from isopropylether to give 1-benzenesulfonyl-2-(4-fluorobenzoyl)pyrrole (1.0 g) as a crystal.

Aufarbeitung

  1. stirringThe mixture was stirred for 12 hours
  2. extractionextracted with ethylacetate
  3. washThe extract was washed with water
  4. customdried
  5. customThe solvent was evaporated
  6. customThe obtained crude crystal
  7. customwas recrystallized from isopropylether

Quellen und Nachweise

ORD-Eintrag
ord-fed017dcf7f8447fae2645dbb6325d21
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07098201B2

Verknüpfte Notizen

Wird geladen…