Hydrochloric Acid → 2-Methyl-4-oxo-4H-1-benzopyran-3-carboxylic acid

HRID 1578619Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1578619
[CH3:1][C:2]1[O:3][C:4]2[CH:16]=[CH:15][CH:14]=[CH:13][C:5]=2[C:6](=[O:12])[C:7]=1[C:8]([O:10]C)=[O:9].Cl>>[CH3:1][C:2]1[O:3][C:4]2[CH:16]=[CH:15][CH:14]=[CH:13][C:5]=2[C:6](=[O:12])[C:7]=1[C:8]([OH:10])=[O:9]

Komponenten

3

Edukt 2

HCID 313Hydrochloric AcidHCID 332660Methyl 2-methyl-4-oxo-4H-1-benzopyran-3-carboxylate

Produkt 1

HCID 3326592-Methyl-4-oxo-4H-1-benzopyran-3-carboxylic acid

Versuchsvorschrift

A solution of 10.0 g. (0.0458 mole) of methyl 2-methyl-4-oxo-4H-1-benzopyran-3-carboxylate in 100 ml. of conc. hydrochloric acid was maintained at 80°-90° for 20 minutes. Ice (400 g.) was added and the separated tacky solid was filtered and washed well with water. The crude product was dissolved in 300 ml. of 5% sodium bicarbonate and the insoluble portion was extracted away with 300 ml. of ether. The aqueous phase was acidified with conc. hydrochloric acid to give 6.4 g. (68.3%) of white acid; m.p. 120°-135°. Recrystallization from 2-propanol gave pure product; m.p. 145°-147°.

Aufarbeitung

  1. filtrationthe separated tacky solid was filtered
  2. washwashed well with water
  3. dissolutionThe crude product was dissolved in 300 ml
  4. extractionof 5% sodium bicarbonate and the insoluble portion was extracted away with 300 ml
  5. customto give 6.4 g
  6. customRecrystallization from 2-propanol
  7. customgave pure product

Quellen und Nachweise

ORD-Eintrag
ord-81b0a19f499d435c92a7adb9eab5e1e4
Quelldatensatz
uspto-grants-1976_02
Patentnummer
US03937837

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