Hydrochloric Acid → 7-Methoxy-1-benzofuran-2-carbaldehyde

HRID 1057934Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1057934
[C:1]([C:3]1[O:4][C:5]2[C:11]([O:12][CH3:13])=[CH:10][CH:9]=[CH:8][C:6]=2[CH:7]=1)#N.CC(C[AlH]CC(C)C)C.C[OH:24].Cl>ClCCl.C1(C)C=CC=CC=1>[CH3:13][O:12][C:11]1[C:5]2[O:4][C:3]([CH:1]=[O:24])=[CH:7][C:6]=2[CH:8]=[CH:9][CH:10]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14487Diisobutylaluminum hydrideHCID 2985567-Methoxybenzofuran-2-carbonitrile

Produkt 1

HCID 34573107-Methoxy-1-benzofuran-2-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

2-Cyano-7-methoxybenzofuran (0.736 g) was dissolved in dichloromethane (10 ml), and a 1.02N DIBAL solution (5.4 ml) in toluene was added thereto at −4 to −30° C., followed by stirring for one hour. Methanol and dilute hydrochloric acid were added to the mixture, and the solvent was distilled off. The obtained residue was purified by column chromatography (hexane/ethyl acetate=10/1) to give Compound IIad-a (0.371 g, 50%) as an oily substance.

Aufarbeitung

  1. customat −4 to −30° C.
  2. distillationthe solvent was distilled off
  3. customThe obtained residue was purified by column chromatography (hexane/ethyl acetate=10/1)
  4. customto give Compound IIad-a (0.371 g, 50%) as an oily substance

Quellen und Nachweise

ORD-Eintrag
ord-9e9b1694743a4449b93ddf0f1ade65b4
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06514996B2

Notizen zur Reaktion

Wird geladen…