Ammonium Chloride → 1-(6-Methoxy-benzofuran-3-yl)-ethane-1,2-diol

HRID 273335Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 273335
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH3:7][O:8][C:9]1[CH:23]=[CH:22][C:12]2[C:13]([C:16](=[O:21])[C:17](OC)=[O:18])=[CH:14][O:15][C:11]=2[CH:10]=1.[NH4+].[Cl-]>C1COCC1>[CH3:7][O:8][C:9]1[CH:23]=[CH:22][C:12]2[C:13]([CH:16]([OH:21])[CH2:17][OH:18])=[CH:14][O:15][C:11]=2[CH:10]=1

Komponenten

5

Edukt 3

HCID 25517Ammonium ChlorideHCID 21226445Aluminium lithium hydrideHCID 69194602Methyl 2-(6-methoxybenzofuran-3-yl)-2-oxoacetate

Produkt 1

HCID 691973081-(6-Methoxy-benzofuran-3-yl)-ethane-1,2-diol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

LAH (0.093 g, 2.39 mmol) was added to a mixture of methyl 2-(6-methoxybenzofuran-3-yl)-2-oxoacetate (0.280 g, 1.196 mmol) in THF (10 mL) at 0° C. under N2, and the mixture was stirred overnight at room temperature under N2. An aqueous NH4Cl solution (5 mL) was added, and the reaction mixture was concentrated to half its volume and extracted with EtOAc. The organic layer was washed with brine and water, dried over anhydrous MgSO4, and evaporated to give 1-(6-methoxy-benzofuran-3-yl)-ethane-1,2-diol.

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated to half its volume
  2. extractionextracted with EtOAc
  3. washThe organic layer was washed with brine and water
  4. dry with materialdried over anhydrous MgSO4
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-407fc36caef04f27a9e0c8ae1aef4275
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07456289B2

Notizen zur Reaktion

Wird geladen…