Sodium Hydroxide → 5-Bromo-6-methoxybenzo[b]thiophene-3-carboxylic acid

HRID 581982Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 581982
[Br:1][C:2]1[C:15]([O:16][CH3:17])=[CH:14][C:5]2[S:6][CH:7]=[C:8]([C:9]([O:11]CC)=[O:10])[C:4]=2[CH:3]=1.[OH-].[Na+]>C(O)C.O>[Br:1][C:2]1[C:15]([O:16][CH3:17])=[CH:14][C:5]2[S:6][CH:7]=[C:8]([C:9]([OH:11])=[O:10])[C:4]=2[CH:3]=1

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 53817228Ethyl 5-bromo-6-methoxybenzo[b]thiophene-3-carboxylate

Produkt 1

HCID 537810295-Bromo-6-methoxybenzo[b]thiophene-3-carboxylic acidAusbeute 96,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Ethyl 5-bromo-6-methoxybenzo[b]thiophene-3-carboxylate (D4) (0.42 g, 0.0013 mole) in ethanol (20 ml) and water (5 ml) was treated with sodium hydroxide powder (0.14 g, 0.0035 mole). The reaction mixture was heated under reflux for 2 hours and stirred at ambient temperature for 16 hours. The solvent was removed in vacuo and the residue diluted with water (25 ml), acidified with 5N hydrochloric acid, extracted into ethyl acetate, dried (Na2SO4) and evaporated in vacuo to afford the title compound (0.36 g, 93%) as a beige solid.

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 2 hours
  3. customThe solvent was removed in vacuo
  4. additionthe residue diluted with water (25 ml)
  5. extractionextracted into ethyl acetate
  6. dry with materialdried (Na2SO4)
  7. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-212c164fe6a64f7fbed576362b4b2f64
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05922733

Notizen zur Reaktion

Wird geladen…