Water → (E)-2-(4-benzofuran-2-ylphenyl)ethenesulfonic acid

HRID 2283261

Reaktionsgleichung

Reaktionsgleichung von HRID 2283261
Br[C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[S:10]([O:13]CC)(=[O:12])=[O:11])=[CH:4][CH:3]=1.[O:16]1[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[CH:18]=[C:17]1B(O)O.C(=O)([O-])[O-].[Na+].[Na+].O>CN(C=O)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[O:16]1[C:17]2=[CH:18][CH:19]=[CH:24][C:23]2=[CH:22][CH:21]=[C:20]1[C:4]1[CH:3]=[CH:2][CH:7]=[CH:6][C:5]=1/[CH:8]=[CH:9]/[S:10]([OH:13])(=[O:11])=[O:12]

Komponenten

7

Edukt 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 2776266Benzo[b]furan-2-boronic acidHCID 866320021-Bromo-4-[(E)-2-ethoxysulfonylethenyl]benzene

Produkt 1

HCID 86632001(E)-2-(4-benzofuran-2-ylphenyl)ethenesulfonic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

1-Bromo-4-[(E)-2-ethoxysulfonylethenyl]benzene (1.0 g, 3.4 mmol) and benzofuran-2-boronic acid (0.61 g, 3.7 mmol) were dissolved in DMF (20 mL). Sodium carbonate (2M, 10 mL) and tetrakis(triphenylphosphine)palladium(0) (200 mg, 0.17 mmol) were added and the resulting mixture was stirred under argon at 90° C. for 12 h. Water was added to the mixture and the resulting precipitate was collected, washed with water and dried to give the product as a sodium salt which was used in the next step without further purification (0.38 g, 35%).

Aufarbeitung

  1. customthe resulting precipitate was collected
  2. washwashed with water
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-6f7934a3cfb64b659960316d4ee6f006
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09145380B2

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