Hydrochloric Acid → 3-Bromoisoxazole-5-carboxylic acid

HRID 2233886Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2233886
[Br:1][C:2]1[CH:6]=[C:5]([C:7]([O:9]CC)=[O:8])[O:4][N:3]=1.[OH-].[Na+].Cl>CO.O>[Br:1][C:2]1[CH:6]=[C:5]([C:7]([OH:9])=[O:8])[O:4][N:3]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13802099Ethyl 3-bromo-1,2-oxazole-5-carboxylate2×

Produkt 1

HCID 3277163-Bromoisoxazole-5-carboxylic acidAusbeute 80,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 442 mg (2.0 mmol) of ethyl 3-bromoisoxazole-5-carboxylate (Intermediate 119) and 5.0 ml of 1 N sodium hydroxide in 10 ml of MeOH was stirred at ambient temperature for 5 h, then acidified with 6.0 ml of 1 N hydrochloric acid, diluted with 25 ml of water and extracted with EtOAc (3×25 ml). The combined organic extract was dried over magnesium sulfate and concentrated in vacuo to give the title compound as a white solid (310 mg).

Aufarbeitung

  1. extractionextracted with EtOAc (3×25 ml)
  2. extractionThe combined organic extract
  3. dry with materialwas dried over magnesium sulfate
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e95547fe73ec49afb5762152ccf18e66
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07709503B2

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