Sodium Hydroxide → 3-(benzyloxy)-2-thiophenecarboxylic acid

HRID 412228Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 412228
[CH2:1]([O:8][C:9]1[CH:13]=[CH:12][S:11][C:10]=1[C:14]([O:16]C)=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO.C1COCC1>[CH2:1]([O:8][C:9]1[CH:13]=[CH:12][S:11][C:10]=1[C:14]([OH:16])=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 2764114methyl 3-(benzyloxy)-2-thiophenecarboxylate

Produkt 1

HCID 27667333-(benzyloxy)-2-thiophenecarboxylic acidAusbeute 91,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of methyl 3-(benzyloxy)-2-thiophenecarboxylate (7.85 g, 31.61 mmol) in MeOH (32 mL) and THF (16 mL) was added 2 N NaOH (21 mL), and the mixture was stirred at reflux for 10 hrs, and then concentrated under reduced pressure. The residue was diluted with water, washed with ether. The separated aqueous phase was acidified with 5N HCl. The precipitated solid was collected by filtration, washed with hexane, and dried under reduced pressure at 60° C. to give 3-(benzyloxy)-2-thiophenecarboxylic acid as a yellow solid (6.76 g, yield; 91%).

Aufarbeitung

  1. temperatureat reflux for 10 hrs
  2. concentrationconcentrated under reduced pressure
  3. additionThe residue was diluted with water
  4. washwashed with ether
  5. filtrationThe precipitated solid was collected by filtration
  6. washwashed with hexane
  7. customdried under reduced pressure at 60° C.

Quellen und Nachweise

ORD-Eintrag
ord-d8052d36ca3b42e9b280de495f70cb7d
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06562811B1

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