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Hydrochloric Acid → 2-Cyclopropyl-1,3-thiazole-4-carboxylic acid

HRID 1689345
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1689345
O.[OH-].[Li+].[CH:4]1([C:7]2[S:8][CH:9]=[C:10]([C:12]([O:14]CC)=[O:13])[N:11]=2)[CH2:6][CH2:5]1.Cl>C1COCC1.O>[CH:4]1([C:7]2[S:8][CH:9]=[C:10]([C:12]([OH:14])=[O:13])[N:11]=2)[CH2:5][CH2:6]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 18771956Ethyl 2-cyclopropylthiazole-4-carboxylate

Produkt 1

HCID 187718162-Cyclopropyl-1,3-thiazole-4-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028
Tetrahydrofuran
Lösungsmittel

Versuchsvorschrift

Lithium hydroxide monohydrate (0.13 g) was added to a solution of ethyl 2-cyclopropylthiazole-4-carboxylate (example 57, step b) (0.15 g) in a mixture of THF (8 mL) and water (2 mL) and the resulting mixture was stirred overnight. The reaction was acidified with aqueous HCl (2M, 3 mL) and the solvent evaporated. The residue was partitioned between brine (20 mL) and ethyl acetate (30 mL). The layers were separated and the aqueous phase extracted with ethyl acetate (2×30 mL). The combined organic solutions were dried over sodium sulphate, filtered and evaporated to give the subtitled compound as an off white solid. Yield 0.12 g.

Aufarbeitung

  1. customthe solvent evaporated
  2. customThe residue was partitioned between brine (20 mL) and ethyl acetate (30 mL)
  3. customThe layers were separated
  4. extractionthe aqueous phase extracted with ethyl acetate (2×30 mL)
  5. dry with materialThe combined organic solutions were dried over sodium sulphate
  6. filtrationfiltered
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-8712b452cde94a63be28296685632f9a
Quelldatensatz
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08148373B2

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