Hydrochloric Acid → 4-[Benzo(B)thiophen-2-YL]benzoic acid

HRID 1096945Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1096945
[OH-].[Na+].[S:3]1[C:7]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14]C)=[O:13])=[CH:10][CH:9]=2)=[CH:6][C:5]2[CH:18]=[CH:19][CH:20]=[CH:21][C:4]1=2.Cl>CO>[S:3]1[C:7]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([OH:14])=[O:13])=[CH:10][CH:9]=2)=[CH:6][C:5]2[CH:18]=[CH:19][CH:20]=[CH:21][C:4]1=2

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 4137384Methyl 4-benzo[b]thien-2-ylbenzoate

Produkt 1

HCID 41373834-[Benzo(B)thiophen-2-YL]benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Aqueous 5 N sodium hydroxide solution (0.28 mL, 1.40 mmol) was added to a methanol (2.3 mL) solution of methyl 4-(benzo[b]thiophen-2-yl)benzoate (124 mg, 0.462 mmol), and refluxed for 3 hours. After left cooled, 5 N hydrochloric acid (0.28 mL, 1.40 mmol) was added to the reaction mixture, and concentrated under reduced pressure. 20% methanol/THF was added to the residue, the mixture was filtered, and the filtrate was concentrated under reduced pressure. Diethyl ether was added to the residue, the insoluble matter was taken out through filtration, and dried to obtain the title compound as a pale yellow solid.

Aufarbeitung

  1. temperaturerefluxed for 3 hours
  2. waitAfter left
  3. temperaturecooled
  4. concentrationconcentrated under reduced pressure
  5. addition20% methanol/THF was added to the residue
  6. filtrationthe mixture was filtered
  7. concentrationthe filtrate was concentrated under reduced pressure
  8. additionDiethyl ether was added to the residue
  9. filtrationthe insoluble matter was taken out through filtration
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-aceecb72c08044efa61324c70ee2de39
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08138197B2

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