Sodium Iodide → Ethyl 4-(4-benzofuranyloxymethyl)benzoate

HRID 485162

Reaktionsgleichung

Reaktionsgleichung von HRID 485162
[OH:1][C:2]1[C:7]2[CH:8]=[CH:9][O:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.Br[CH2:12][C:13]1[CH:23]=[CH:22][C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>[OH-].[Na+].C(O)C>[O:10]1[C:6]2[CH:5]=[CH:4][CH:3]=[C:2]([O:1][CH2:12][C:13]3[CH:23]=[CH:22][C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:15][CH:14]=3)[C:7]=2[CH:8]=[CH:9]1

Komponenten

7

Edukt 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 954261Ethyl 4-(bromomethyl)benzoateHCID 116079214-Benzofuranol

Produkt 1

HCID 13092102Ethyl 4-(4-benzofuranyloxymethyl)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

4-Hydroxybenzofuran (1.34 g, 0.01 M), ethyl 4-bromomethylbenzoate (2.43 g, 0.01 M), anhydrous potassium carbonate (1.49 g), sodium iodide (0.05 g) and 95% ethanol (10 ml) were refluxed with stirring (5 hr). The cooled reaction mixture was diluted with 0.5 N sodium hydroxide solution and cooled in ice. The precipitated solid was filtered off, washed well with water and recrystallised form ethanol-water to give ethyl 4-(4-benzofuranyloxymethyl)benzoate, m.p. 70°-72° C. (Found: C, 72.79; H, 5.46. C18H16O4 requires C, 72.96; H, 5.44%).

Aufarbeitung

  1. customThe cooled reaction mixture
  2. temperaturecooled in ice
  3. filtrationThe precipitated solid was filtered off
  4. washwashed well with water
  5. customrecrystallised
  6. customform ethanol-water

Quellen und Nachweise

ORD-Eintrag
ord-aba515183f024d00a5a792158bb69827
Quelldatensatz
uspto-grants-1985_08
Patentnummer
US04535183

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