Hydrochloric Acid → 2-Benzofuryl (2,3-dichloro-4-methoxy-phenyl) ketone

HRID 127366

Reaktionsgleichung

Reaktionsgleichung von HRID 127366
[Cl-].[Al+3].[Cl-].[Cl-].[Cl:5][C:6]1[C:11]([Cl:12])=[CH:10][CH:9]=[CH:8][C:7]=1[O:13][CH3:14].[O:15]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[CH:17]=[C:16]1[C:24](Cl)=[O:25].Cl>C(Cl)Cl>[Cl:12][C:11]1[C:6]([Cl:5])=[C:7]([O:13][CH3:14])[CH:8]=[CH:9][C:10]=1[C:24]([C:16]1[O:15][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[CH:17]=1)=[O:25]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 161262,3-DichloroanisoleHCID 389492-Benzofurancarbonyl chlorideHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 545472842-Benzofuryl (2,3-dichloro-4-methoxy-phenyl) ketoneAusbeute 76,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

14 g (0.1 mole) of aluminium chloride are introduced little by little in a solution of 16 g (0.09 mole) of 2,3-dichloro-anisol and 16 g (0.09 mole) of 2-benzofurancarboxylic acid chloride in 200 ml of methylene chloride the mixture is taken up to reflux for 4 hours, then poured on crushed ice (300 g) and concentrated hydrochloric acid (10 ml); the precipitate is filtered off, washed with an aqueous solution of sodium hydroxide (10 N), then with water and dried. 22 g of 2-benzofuryl (2,3-dichloro-4-methoxy-phenyl) ketone are obtained. Melting point 148° C. after crystallization from ethylacetate.

Aufarbeitung

  1. temperatureto reflux for 4 hours
  2. additionpoured
  3. filtrationthe precipitate is filtered off
  4. washwashed with an aqueous solution of sodium hydroxide (10 N)
  5. dry with materialwith water and dried

Quellen und Nachweise

ORD-Eintrag
ord-45d108e2ff734fdfbc1b4d48fc16e452
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04255585

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