Hydrochloric Acid → Ethyl 3-(4-hydroxy-3-methylphenyl)-5-isoxazolecarboxylate

HRID 393272Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 393272
COC[O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:15]=[C:14]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[O:13][N:12]=2)=[CH:7][C:6]=1[CH3:21].Cl>C1COCC1.CCOC(C)=O>[OH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:15]=[C:14]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[O:13][N:12]=2)=[CH:7][C:6]=1[CH3:21]

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 22648868Ethyl 3-[4-(methoxymethoxy)-3-methyl phenyl]-5-isoxazolecarboxylate

Produkt 1

HCID 136368683Ethyl 3-(4-hydroxy-3-methylphenyl)-5-isoxazolecarboxylateAusbeute 70,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of ethyl 3-[4-(methoxymethoxy)-3-methylphenyl]-5-isoxazolecarboxylate (725 mg, 2.49 mmol) and aqueous 4 N HCl solution (6 mL) in THF (10 mL) was stirred at 25° C. for 16 h. The reaction mixture was diluted with EtOAc and successively washed with water and brine, dried (MgSO4), filtered and concentrated under reduced pressure to give the title compound (434 mg, 70% yield) as a yellow solid.

Aufarbeitung

  1. washsuccessively washed with water and brine
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6022e58c5aa04eae9a3251c8514a04a2
Quelldatensatz
uspto-grants-2004_10
Patentnummer
US06806265B2

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