9-Anthracenecarboxylic acid → Anthracene-9-carbonyl chloride

HRID 372089

Reaktionsgleichung

Reaktionsgleichung von HRID 372089
[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([C:13]=2[C:15]([OH:17])=O)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:20])=O>>[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([C:13]=2[C:15]([Cl:20])=[O:17])=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1

Komponenten

3

Edukt 2

HCID 22019-Anthracenecarboxylic acidHCID 24386Thionyl Chloride

Produkt 1

HCID 167528Anthracene-9-carbonyl chloride

Versuchsvorschrift

The 2-methyl-3,5-dihydro-5,9b-o-benzenobenz[e]isoindol-1-(2H)-one starting material was prepared as follows: a mixture of 25 g of 9-anthroic acid and 75 ml of thionyl chloride is heated under reflux for 1 hour. The excess thionyl chloride is removed under vacuum (30 mm; 90° bath temperature); 50 ml of toluene is added and the mixture is concentrated again. This operation is repeated once more to give 28.3 g of 9-anthroyl chloride as a very moisture-sensitive, yellow solid.

Aufarbeitung

  1. temperatureis heated
  2. temperatureunder reflux for 1 hour
  3. customThe excess thionyl chloride is removed under vacuum (30 mm; 90° bath temperature)
  4. addition50 ml of toluene is added
  5. concentrationthe mixture is concentrated again

Quellen und Nachweise

ORD-Eintrag
ord-11d7fb76ca0241699d76ef7ca8b02dc5
Quelldatensatz
uspto-grants-1978_05
Patentnummer
US04088772

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