Bromine → 5-Bromo-2,3-bis(4-fluorophenyl)thiophene

HRID 280579Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 280579
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][CH:10]=[CH:11][C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.[Br:20]Br>C(Cl)Cl.C(O)(=O)C>[Br:20][C:10]1[S:9][C:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)=[C:12]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[CH:11]=1

Komponenten

5

Edukt 2

HCID 24408BromineHCID 119758142,3-Bis(4-fluorophenyl)thiophene

Produkt 1

HCID 131272535-Bromo-2,3-bis(4-fluorophenyl)thiopheneAusbeute 83,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 2,3-bis(4-fluorophenyl)thiophene (13.6 g, 50 mmole) in 120 ml methylene chloride and 150 ml acetic acid was cooled to ~5° and treated with bromine (2.8 ml, 55 mmole). After 4 hours, the reaction mixture was concentrated in vacuo. The residue was dissolved in ethyl acetate and washed with saturated aqueous sodium bicarbonate and brine, dried and concentrated in vacuo. Recrystallization from ethanol gave the title compound (14.7 g), m.p. 91°-93°.

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with saturated aqueous sodium bicarbonate and brine
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customRecrystallization from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-977e61b7fa6042b49ca1e0a225e3f856
Quelldatensatz
uspto-grants-1986_05
Patentnummer
US04590205

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