Carbon Dioxide → 3-Chloro-4-(trifluoromethoxy)benzoic acid

HRID 430436Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 430436
C([Li])CCC.[Cl:6][C:7]1[CH:8]=[C:9](Br)[CH:10]=[CH:11][C:12]=1[O:13][C:14]([F:17])([F:16])[F:15].[C:19](=[O:21])=[O:20].Cl>C(OC(C)C)(C)C>[Cl:6][C:7]1[CH:8]=[C:9]([CH:10]=[CH:11][C:12]=1[O:13][C:14]([F:17])([F:16])[F:15])[C:19]([OH:21])=[O:20]

Komponenten

6

Edukt 4

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 183504574-Bromo-2-chloro-1-(trifluoromethoxy)benzeneHCID 178418339Butyllithium

Produkt 1

HCID 27738453-Chloro-4-(trifluoromethoxy)benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7914Diisopropyl EtherLösungsmittel2×

Versuchsvorschrift

A solution of n-butyl lithium (4.4 ml of 2.5M solution in hexanes) in dry diisopropyl ether was treated at −78° C. under an inert atmosphere with 3-chloro4-trifluoromethoxy-bromobenzene (2.96 g) in diisopropyl ether. After 10 minutes, excess carbon dioxide (in the form of pellets) was added and the mixture left to slowly warm to ambient temperature. Ice-water was added and the organic layer run off. The aqueous layer was acidified with dilute hydrochloric acid, extracted (ether), dried (magnesium sulphate) and evaporated to dryness to give 3-chloro-4-trifluoromethoxybenzoic acid (1.51 g) as a white solid, m.p. 110.5-111.5° C.

Aufarbeitung

  1. waitthe mixture left
  2. extractionextracted (ether)
  3. dry with materialdried (magnesium sulphate)
  4. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-b867c5dfd1034b278871b1558c63d716
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06323155B1

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