Oxalyl chloride → 3-(4-Fluorophenyl)butyryl chloride

HRID 1954904Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1954904
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[F:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14](C)[CH2:15]C(O)=O)=[CH:10][CH:9]=1>ClCCl>[F:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]([CH3:15])[CH2:1][C:2]([Cl:4])=[O:3])=[CH:10][CH:9]=1

Komponenten

4

Edukt 2

HCID 65578Oxalyl chlorideHCID 2919153-(4-Fluorophenyl)butanoic acid

Produkt 1

HCID 232936303-(4-Fluorophenyl)butyryl chlorideAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

Oxalyl chloride (71 g, 48.8 ml, 0.560 mol, Aldrich) was added to a mixture of 3-(4-fluorophenyl)butyric acid (34 g, 0.187 mol) in 200 ml of dichloromethane at -5° C. After stirring for 20 min at this temperature, the solution was allowed to warm to 25° C. and stirring was continued for 2 h. The volatiles were removed by spin evaporation in vacuo with the addition of dichloromethane (4×) during concentration to give 35.1 g (94%) of 3-(4-fluorophenyl)butyryl chloride as a light yellow oil:

Aufarbeitung

  1. stirringstirring
  2. waitwas continued for 2 h
  3. customThe volatiles were removed by spin evaporation in vacuo with the addition of dichloromethane (4×) during concentration

Quellen und Nachweise

ORD-Eintrag
ord-79f8db18b6c44043b31d680b22239c08
Quelldatensatz
uspto-grants-2000_09
Patentnummer
US06124284

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