2-Chlorobenzoic Acid → Methyl 2-chlorobenzoate

HRID 867794

Reaktionsgleichung

Reaktionsgleichung von HRID 867794
[N+](=[CH2:3])=[N-].[Cl:4][C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7]([OH:9])=[O:8]>CCOCC>[Cl:4][C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7]([O:9][CH3:3])=[O:8]

Komponenten

4

Edukt 2

HCID 83742-Chlorobenzoic AcidHCID 9550Diazomethane

Produkt 1

HCID 11895Methyl 2-chlorobenzoateAusbeute 72,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

An excess solution of diazomethane in ether was added to an ice-cooled and stirred solution of o-chlorobenzoic acid (7.6 g, 48.6 mmol) in 50 ml of ether. After concentration, the residue was distilled under reduced pressure to give a colorless transparent oil of methyl o-chlorobenzoate (6.0 g, 35.2 mmol, yield 72.4%, b.p. 92°-93° C./7 mmHg), which was assigned the structure by the following data:

Aufarbeitung

  1. temperaturecooled
  2. concentrationAfter concentration
  3. distillationthe residue was distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3266c0d51b2249708da94ad3e0457107
Quelldatensatz
uspto-grants-1988_10
Patentnummer
US04775692

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