Formic Acid → 5-Bromo-2-nitrothiophene-3-carbaldehyde

HRID 385711

Reaktionsgleichung

Reaktionsgleichung von HRID 385711
[Br:1][C:2]1[S:6][C:5]([N+:7]([O-:9])=[O:8])=[C:4]([CH:10](Cl)Cl)[CH:3]=1.C(O)=[O:14]>[Cl-].[Zn+2].[Cl-].O>[Br:1][C:2]1[S:6][C:5]([N+:7]([O-:9])=[O:8])=[C:4]([CH:10]=[O:14])[CH:3]=1

Komponenten

5

Edukt 2

HCID 284Formic AcidHCID 595256075-Bromo-3-(dichloromethyl)-2-nitrothiophene

Produkt 1

HCID 534029475-Bromo-2-nitrothiophene-3-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3007855ZincchlorideKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

5-Bromo-3-(dichloromethyl)-2-nitrothiophene (60.5 g, 208 mmol) and zinc chloride (113 g, 832 mmol) were stirred in refluxing formic acid (800 mL) overnight. After cooling to ambient temperature, water was added and the products extracted into EtOAc (4×). The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated in vacuo to give the title compound as an orange solid.

Aufarbeitung

  1. extractionthe products extracted into EtOAc (4×)
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-088c9eece6b840608a4c8f93d39f8834
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367706B2

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