Dichloromethane → HCID 69288939, Verbindung

HRID 2184348Notizen

Reaktionsgleichung

[F:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10](I)=[CH:9][CH:8]=1.C(=O)([O-])[O-].[K+].[K+].[C:23]([O:28][CH3:29])(=[O:27])[C:24]([CH3:26])=[CH2:25].ClCCl>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.CN(C)C=O.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH3:29][O:28][C:23](=[O:27])[C:24]([CH3:26])=[CH:25][C:10]1[CH:11]=[CH:12][C:7]([O:6][CH2:5][C:4]2[CH:14]=[CH:15][CH:16]=[C:2]([F:1])[CH:3]=2)=[CH:8][CH:9]=1

Komponenten

Reaktionsbedingungen

Temperatur: 90 °C

Versuchsvorschrift

A mixture of 1.2 g (3.7 mmol) of 1-(3-fluorobenzyloxy)-4-iodo-benzene, 2.06 g (14.9 mmol) of potassium carbonate and 1.70 g (52.8 mmol) of tetrabutyl ammonium bromide in 10 ml of dimethylformamide is treated under Ar with 48 mg (0.21 mmol) of palladium-(II)-acetate. 1.49 g (14.9 mmol) of methyl methacrylate is added and the mixture heated at 90° C. for about 40 min. The reaction mixture is poured into 150 ml dichloromethane, filtered and washed successively with 0.1 molar hydrochloric acid, saturated aqueous sodium hydrogencarbonate and water. The solution is dried over magnesium sulfate. Flash chromatography (silica gel, hexane/ethyl acetate 95:5) yields 461 mg (42%) of a colorless solid. MS: m/e=301.3 (M++H).

Aufarbeitung

filtrationfiltered
washwashed successively with 0.1 molar hydrochloric acid, saturated aqueous sodium hydrogencarbonate and water
dry with materialThe solution is dried over magnesium sulfate

Quellen und Nachweise

ORD-Eintrag: ord-92939a72af04404f9c66fb0d34fcee2b
Quelldatensatz: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06900354B2

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