Nitric Acid → 3-Bromo-2-nitro-benzo(b)thiophene

HRID 2174145

Reaktionsgleichung

Reaktionsgleichung von HRID 2174145
[Br:1][C:2]1[C:3]2[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=2[S:5][CH:6]=1.[N+:11]([O-])([OH:13])=[O:12]>C(O)(=O)C>[Br:1][C:2]1[C:3]2[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=2[S:5][C:6]=1[N+:11]([O-:13])=[O:12]

Komponenten

4

Edukt 2

HCID 944Nitric AcidHCID 123250Benzo(b)thiophene, 3-bromo-

Produkt 1

HCID 2970503-Bromo-2-nitro-benzo(b)thiopheneAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Versuchsvorschrift

Into a solution of 3-bromobenzo[b]thiophene (40 g, 190 mmol) in glacial acetic acid (140 ml) was added a solution of nitric acid (74 ml, 1760 mmol) in glacial acetic acid (40 mL) over a period of 45 min. The reaction mixture was stirred at room temperature for 5 hours before quenching with water. The precipitate was isolated by filtration, washed with water and recrystallized from ethyl acetate/hexane (1/1, v/v) to yield 3-bromo-2-nitrobenzo[b]thiophene (35 g, 72%) as yellow crystals.

Aufarbeitung

  1. custombefore quenching with water
  2. customThe precipitate was isolated by filtration
  3. washwashed with water
  4. customrecrystallized from ethyl acetate/hexane (1/1

Quellen und Nachweise

ORD-Eintrag
ord-ac3ad3688ca549dca5a572b7ccefd7bf
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09059412B2

Verknüpfte Notizen

Wird geladen…