7-Chloro-1-benzothiophene-2-carboxylic acid → 7-Chloro-1-benzothiophene

HRID 507695Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 507695
[Cl:1][C:2]1[C:7]2[S:8][C:9](C(O)=O)=[CH:10][C:6]=2[CH:5]=[CH:4][CH:3]=1>N1C2C(=CC=CC=2)C=CC=1.Cl.[Cu]>[Cl:1][C:2]1[C:7]2[S:8][CH:9]=[CH:10][C:6]=2[CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 1

HCID 101982427-Chloro-1-benzothiophene-2-carboxylic acid

Produkt 1

HCID 110628127-Chloro-1-benzothiophene

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23978CopperKatalysatorHCID 313Hydrochloric AcidLösungsmittelHCID 7047QuinolineLösungsmittel

Reaktionsbedingungen

Temperatur
190 °C

Versuchsvorschrift

7-Chlorobenzo[b]thiophene-2-carboxylic acid (2.5 g, 11.8 mmol) was suspended in quinoline (20 mL) and treated with copper (0.779 g, 13 mmol). The mixture was heated to 190° C. After 1.5 h, the mixture was allowed to cool down to room temperature and diluted with 200 mL of 2 N HCl. The mixture was extracted three times with ethyl acetate. All the organic layers were combined and washed with 1 N HCl, water and brine, then dried with sodium sulfate. Purification was achieved by flash chromatography using 10 to 20% ethyl acetate in hexanes. Yield=1.8 g.

Aufarbeitung

  1. temperatureto cool down to room temperature
  2. extractionThe mixture was extracted three times with ethyl acetate
  3. washwashed with 1 N HCl, water and brine
  4. dry with materialdried with sodium sulfate
  5. customPurification

Quellen und Nachweise

ORD-Eintrag
ord-aa344c28fe954e759cd1d0608982e5e6
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07786132B2

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