Water → 7-Methoxy-2-methylbenzofuran

HRID 636532Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 636532
O[CH2:2][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.C([BH3-])#N.[Na+].C(Cl)(Cl)Cl.O>ClC(Cl)C.[I-].[Zn+2].[I-]>[CH3:13][O:12][C:11]1[C:5]2[O:4][C:3]([CH3:2])=[CH:7][C:6]=2[CH:8]=[CH:9][CH:10]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 6212ChloroformHCID 5003444Sodium cyanoborohydrideHCID 11788606(7-Methoxy-1-benzofuran-2-yl)methanol

Produkt 1

HCID 112751777-Methoxy-2-methylbenzofuranAusbeute 34,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9883512zinc(II)iodideKatalysatorHCID 63651,1-DichloroethaneLösungsmittel

Versuchsvorschrift

A mixture of 2-hydroxymethyl-7-methoxybenzofuran (300 mg), sodium cyanoborohydride (796 mg) and zinc iodide (809 mg) in dichloroethane (10 ml) was stirred for 2 hours at ambient temperature and then refluxed overnight. Chloroform and water were added to the reaction mixture, and the separated organic layer was washed with brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by flash chromatography (n-hexane:ethyl acetate=15:1, v/v) to give 7-methoxy-2-methylbenzofuran (95 mg).

Aufarbeitung

  1. temperaturerefluxed overnight
  2. washthe separated organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe residue was purified by flash chromatography (n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-99fd776611a84181b7ae07d92a263e0e
Quelldatensatz
uspto-grants-2001_02
Patentnummer
US06194396B1

Notizen zur Reaktion

Wird geladen…