Pyridine → 7-Chloromethyl-2-phenylbenzofuran

HRID 1639025Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1639025
S(Cl)([Cl:3])=O.O[CH2:6][C:7]1[C:15]2[O:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:12][C:11]=2[CH:10]=[CH:9][CH:8]=1.N1C=CC=CC=1>C(Cl)Cl>[Cl:3][CH2:6][C:7]1[C:15]2[O:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:12][C:11]=2[CH:10]=[CH:9][CH:8]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 145149497-Hydroxymethyl-2-phenylbenzofuran

Produkt 1

HCID 145149507-Chloromethyl-2-phenylbenzofuranAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Thionyl chloride (0.65 ml) is added to a mixture of 7-hydroxymethyl-2-phenylbenzofuran (1.0 g), pyridine (0.38 ml) and methylene chloride (8 ml) under ice-cooling, and the mixture is stirred at room temperature for 30 minutes. The mixture is concentrated under reduced pressure to remove solvent, and the residue is dissolved in ethyl acetate. The solution is washed with water, dried and concentrated under reduced pressure to remove solvent. The residue is recrystallized from n-hexane, whereby 7-chloromethyl-2-phenylbenzofuran (0.9 g) is obtained. Yield: 83%.

Aufarbeitung

  1. temperaturecooling
  2. concentrationThe mixture is concentrated under reduced pressure
  3. customto remove solvent
  4. dissolutionthe residue is dissolved in ethyl acetate
  5. washThe solution is washed with water
  6. customdried
  7. concentrationconcentrated under reduced pressure
  8. customto remove solvent
  9. customThe residue is recrystallized from n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-00b493add8be4a1ea89eca47e3cfe90e
Quelldatensatz
uspto-grants-1989_11
Patentnummer
US04882340

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