Hydrochloric Acid → 5-(Hydroxymethyl)-1,2-oxazole-3-carboxylic acid

HRID 1918509

Reaktionsgleichung

Reaktionsgleichung von HRID 1918509
[OH:1][CH2:2][C:3]1[O:7][N:6]=[C:5]([C:8]([O:10]CC)=[O:9])[CH:4]=1.[OH-].[Na+].Cl>[Cl-].[Na+].O>[OH:1][CH2:2][C:3]1[O:7][N:6]=[C:5]([C:8]([OH:10])=[O:9])[CH:4]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 8027233Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate

Produkt 1

HCID 80272495-(Hydroxymethyl)-1,2-oxazole-3-carboxylic acidAusbeute 95,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

The mixture of Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate (1.5 g; 8.76 mmol) and 1M sodium hydroxide (18 mL; 18 mmol) was stirred at room temperature for 3.5 h. Brine (40 mL) was added and the pH of the solution was adjusted to 2 by addition of 6N hydrochloric acid. The acidic solution was extracted with 8×60 mL of ethyl acetate. Organic extracts were dried over magnesium sulfate. Evaporation of the solvent produced 1.20 g (95%) of 5-(hydroxymethyl)isoxazole-3-carboxylic acid as a white solid which was used without further purification.

Aufarbeitung

  1. extractionThe acidic solution was extracted with 8×60 mL of ethyl acetate
  2. dry with materialOrganic extracts were dried over magnesium sulfate
  3. customEvaporation of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-f5a3a3cb73724bbbbf18ef1c65d8e5e2
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08618138B2

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