Hydrochloric Acid → 1-(3-Chloro-5-fluoro-4-methoxyphenyl)-1-hexanone

Reaktionsgleichung

[Cl-].[Al+3].[Cl-].[Cl-].[Cl:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[C:7]=1[O:13][CH3:14].[C:15](Cl)(=[O:21])[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].Cl>>[Cl:5][C:6]1[CH:11]=[C:10]([C:15](=[O:21])[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH:9]=[C:8]([F:12])[C:7]=1[O:13][CH3:14]

Komponenten

Edukt 4

HCID 313Hydrochloric Acid

HCID 67340Hexanoyl chloride

HCID 27735812-Chloro-6-fluoroanisole

HCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 219909381-(3-Chloro-5-fluoro-4-methoxyphenyl)-1-hexanone

Versuchsvorschrift

Aluminum chloride (1.16 g, 8.72 mmol) was added to a stirred mixture of 1-chloro-3-fluoro-2-methoxybenzene (1.00 mL, 8.72 mmol) and hexanoyl chloride (1.47 mL, 10.46 mmol) at room temperature. The mixture warmed and HCl evolution occurred. The resulting mixture was stirred at room temperature for 67 hours and then partitioned between EtOAc (40 mL) and ice cold water (40 mL). The EtOAc layer was washed with brine (30 mL), dried over MgSO4, filtered, and evaporated under vacuum to yield crude 1-(3-chloro-5-fluoro-4-methoxyphenyl)-1-hexanone as an oil.