Sodium Hydroxide → HCID 178435087, Verbindung

HRID 2298690Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2298690
[Br:1][C:2]1[CH:3]=[C:4]([C:8]([O:10]C)=[S:9])[S:5][C:6]=1[CH3:7].[OH-].[Na+]>CO.O>[Br:1][C:2]1[CH:3]=[C:4]([C:8]([OH:10])=[S:9])[S:5][C:6]=1[CH3:7]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 86583861Methyl 4-bromo-5-methylthiothiophene-2-carboxylate

Produkt 1

HCID 178435087HCID 178435087, VerbindungAusbeute 94,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To 1.0 g (3.7 mmol) of methyl 4-bromo-5-methylthiothiophene-2-carboxylate (as prepared in Example 241, step (a) dissolved in 25 ml of MeOH was added 450 mg of NaOH dissolved in 10 ml of H2O. The reaction was stirred for 5 hours at room temperature, and then the solvents were removed under vacuum. The residue of the reaction was extracted with ethyl acetate (2×50 mL) and 1N HCl. The organic layer was collected, dried (Na2SO4), filtered and concentrated under vacuum to yield 833 mg (89%) of 4-bromo-5-methylthiothiophene-2-carboxylic acid as a white solid.

Aufarbeitung

  1. customthe solvents were removed under vacuum
  2. extractionThe residue of the reaction was extracted with ethyl acetate (2×50 mL) and 1N HCl
  3. customThe organic layer was collected
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-cfb4b2fe0a3e4295bf63c692cff55db8
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06492403B1

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