Sodium Hydroxide → 5-Chloro-4-iodo-2-methoxybenzoic acid

HRID 1793967Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1793967
C[O:2][C:3](=[O:14])[C:4]1[CH:9]=[C:8]([Cl:10])[C:7]([I:11])=[CH:6][C:5]=1[O:12][CH3:13].[OH-].[Na+]>CO>[Cl:10][C:8]1[C:7]([I:11])=[CH:6][C:5]([O:12][CH3:13])=[C:4]([CH:9]=1)[C:3]([OH:14])=[O:2]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 69314795Methyl 5-chloro-4-iodo-2-methoxybenzoate

Produkt 1

HCID 167918585-Chloro-4-iodo-2-methoxybenzoic acidAusbeute 91,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

5-Chloro-4-iodo-2-methoxy benzoic acid methyl ester of Step B (3.00 g, 9.19 mmol) and sodium hydroxide (1.10 g, 27.6 mmol) were combined in methanol (92 mL) and the mixture refluxed for 12 hours. The reaction was cooled to room temperature and solvent evaporated. The residue was dissolved in 1 N sodium hydroxide (75 mL), washed with diethyl ether and the organic washings discarded. The aqueous phase was acidified with 2 N hydrochloric acid and extracted with diethyl ether. The combined extracts were dried over anhydrous sodium sulfate, filtered and concentrated to afford the title carboxylic acid (2.64 g) as orange crystals, m.p. 150–151° C.

Aufarbeitung

  1. temperaturethe mixture refluxed for 12 hours
  2. customsolvent evaporated
  3. dissolutionThe residue was dissolved in 1 N sodium hydroxide (75 mL)
  4. washwashed with diethyl ether
  5. extractionextracted with diethyl ether
  6. dry with materialThe combined extracts were dried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-cfacc51a0d6c4a4997abcc56105c1783
Quelldatensatz
uspto-grants-2006_04
Patentnummer
US07022699B2

Notizen zur Reaktion

Wird geladen…