Methanol → 6-Cyanobenzo[b]thiophene-2-carboxylic acid

HRID 1845125Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1845125
[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[CH:10]=[C:9]([C:11]([O:13]C)=[O:12])[S:8][C:7]=2[CH:15]=1)#[N:2].CO.[OH-].[Na+]>O>[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[CH:10]=[C:9]([C:11]([OH:13])=[O:12])[S:8][C:7]=2[CH:15]=1)#[N:2]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 11031280Methyl 6-cyanobenzo[b]thiophene-2-carboxylate

Produkt 1

HCID 106796506-Cyanobenzo[b]thiophene-2-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A round bottom flask was charged with methyl 6-cyanobenzo[b]thiophene-2-carboxylate (4.00 g, 17.9 mmol), methanol (130 mL), and sodium hydroxide (23 g, 0.58 mol) in water (200 mL). The reaction was stirred at room temperature for 20 minutes. The reaction was concentrated to half of the volume and acidified with 6 N aq. HCl. The mixture was extracted with CHCl3/i-PrOH (90:10) and the organic phase was concentrated under reduced pressure to get the title compound as a brown solid.

Aufarbeitung

  1. concentrationThe reaction was concentrated to half of the volume
  2. extractionThe mixture was extracted with CHCl3/i-PrOH (90:10)
  3. concentrationthe organic phase was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a3fec847502f49579489f56ed53ec9b1
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946439B2

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