Bromine → 5'-Bromo-2,6-dichloro-4'-methoxy-2'-methyl-benzophenone

HRID 582387

Reaktionsgleichung

[Br:1]Br.[Cl:3][C:4]1[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[C:5]=1[C:6]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][C:9]=1[CH3:16])=[O:7].C(=O)([O-])O.[Na+]>O>[Br:1][C:12]1[C:11]([O:14][CH3:15])=[CH:10][C:9]([CH3:16])=[C:8]([C:6](=[O:7])[C:5]2[C:4]([Cl:3])=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:21])[CH:13]=1

Komponenten

Reaktionsbedingungen

Temperatur: 20 °C

Versuchsvorschrift

A solution of bromine (0.25 ml in 3 ml of trichloromethane) is added dropwise to a stirred solution of 2,6-Dichloro-4'-methoxy-2'-methyl-benzophenone (1.5 g; 5 mmol in 5 ml of trichloromethane), followed by 15 minutes of stirring at 20° C. The mixture is shaken with water, sodium hydrogencarbonate solution and water. The organic phase is dried and evaporated. The residue is purified by chromatography (flash column filled with 30 g of silicagel, elution with petrolether/ethylacetate changing from 20:1 to 9:1, 8:2, 7:3 (v/v) . After evaporation, the residue crystallises when treated with petrolether/toluene to give white crystalls (0.45 g; 24% y); mp. 159° C.

Aufarbeitung

customThe organic phase is dried
customevaporated
customThe residue is purified by chromatography (flash column
additionfilled with 30 g of silicagel, elution with petrolether/ethylacetate changing from 20:1 to 9:1, 8:2, 7:3 (v/v)
customAfter evaporation
customthe residue crystallises when
additiontreated with petrolether/toluene
customto give white crystalls (0.45 g; 24% y)

Quellen und Nachweise

ORD-Eintrag: ord-0b9ab888606047f4b7180c395a3a81cf
Quelldatensatz: uspto-grants-1999_07
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05922919

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