Bromine → 3-Bromo-5-chlorobenzo[b]thiophene

HRID 481637Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 481637
[Br:1]Br.[Cl:3][C:4]1[CH:12]=[CH:11][C:7]2[S:8][CH:9]=[CH:10][C:6]=2[CH:5]=1>C(O)(=O)C>[Br:1][C:10]1[C:6]2[CH:5]=[C:4]([Cl:3])[CH:12]=[CH:11][C:7]=2[S:8][CH:9]=1

Komponenten

4

Edukt 2

HCID 24408BromineHCID 113097545-Chlorobenzo(b)thiophene

Produkt 1

HCID 142423383-Bromo-5-chlorobenzo[b]thiopheneAusbeute 76,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A solution of bromine (0.31 g, 1.95 mmol) in 1.0 ml glacial acetic acid was added to a stirred solution of 5-chlorobenzo[b]thiophene (0.300 g, 1.77 mmol)in glacial acetic acid (1.0 ml) under nitrogen atmosphere. The reaction was heated to 50° C. for 4 hours, the volatiles removed under reduced pressure, the residue diluted in methylene chloride, washed with aq. sodium bicarbonate and with brine and dried over sodium sulfate. Evaporation gave 0.335 g (76%) of a tan solid. mp 85°-86° C., FDMS m/e=249 (M+2).

Aufarbeitung

  1. customthe volatiles removed under reduced pressure
  2. additionthe residue diluted in methylene chloride
  3. washwashed with aq. sodium bicarbonate and with brine
  4. dry with materialdried over sodium sulfate
  5. customEvaporation

Quellen und Nachweise

ORD-Eintrag
ord-b796e487931f428999ce090dc50ad886
Quelldatensatz
uspto-grants-1998_08
Patentnummer
US05789402

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