Hydrochloric Acid → 2-(Pentan-3-yl)thiazole-4-carboxylic acid

HRID 471152

Reaktionsgleichung

Reaktionsgleichung von HRID 471152
O.[OH-].[Li+].[CH3:4][CH2:5][CH:6]([C:9]1[S:10][CH:11]=[C:12]([C:14]([O:16]CC)=[O:15])[N:13]=1)[CH2:7][CH3:8].Cl>C1COCC1.O>[CH3:4][CH2:5][CH:6]([C:9]1[S:10][CH:11]=[C:12]([C:14]([OH:16])=[O:15])[N:13]=1)[CH2:7][CH3:8]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 57989261Ethyl 2-(pentan-3-yl)thiazole-4-carboxylate

Produkt 1

HCID 579605932-(Pentan-3-yl)thiazole-4-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Lithium hydroxide monohydrate (2.07 g) was added to a solution of ethyl 2-(pentan-3-yl)thiazole-4-carboxylate (example 71, step c) (2.8 g) in a mixture of THF (80 mL) and water (20 mL). The resulting mixture was stirred overnight. The reaction was acidified with concentrated hydrochloric acid (6 mL) and the volatiles evaporated. The resulting aqueous mixture was saturated with sodium chloride and extracted with ethyl acetate (3×100 mL). The combined organic solutions were dried over sodium sulphate, filtered and evaporated to give the subtitled compound as a white solid. Yield 2.3 g

Aufarbeitung

  1. customthe volatiles evaporated
  2. extractionextracted with ethyl acetate (3×100 mL)
  3. dry with materialThe combined organic solutions were dried over sodium sulphate
  4. filtrationfiltered
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-3e0db00481fa446ea4943f83014d7eb2
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08629271B2

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