2-chloro-1-fluoro-4-prop-2-enylbenzene

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:130.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Three drops of a 30% strength solution of hexachloroplatinic acid in isopropanol were added with the aid of a pipette to a mixture of 234 g (1.37 mol) of 3-(3-chloro-4-fluorophenyl)propene and 261 g (1.45 mol) of (4-ethoxyphenyl)dimethylsilane. After a short time, an exothermic reaction took place and the mixture warmed to about 130° C. After cooling, the product was distilled in vacuo. 392 g (82%) of (4-ethoxyphenyl)-(dimethyl)-(3-(3-chloro-4-fluorophenyl)propyl)silane were obtained as a colorless oil of b.p.0.1 =165°-170° C., the purity of which was determined to be 97.4% by gas chromatography. After a short time, an exothermic reaction After cooling the product was distilled in vacuo

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The corresponding arylmagnesium bromide was prepared from 406 g (1.94 mol) of 4-bromo-2-chlorofluorobenzene and 48.6 g (2.00 mol) of magnesium turnings in 1,300 ml of anhydrous tetrahydrofuran by the customary process. The solution thus obtained was added dropwise to a solution of 278.3 g (2.3 mol) of allyl bromide in 200 ml of anhydrous tetrahydrofuran at 30°-45° C. The mixture was then heated under reflux for 0.5 h, allowed to stand at room temperature for 16 h and poured onto 1.5 liters of ice-water. After acidification using a little 2N hydrochloric acid, the mixture was extracted twice using 1 liter of hexane each time. The extracts were washed three times with water, dried over Na2SO4 and evaporated. The residue yielded 235 g (71%) of 3-(3-chloro-4-fluorophenyl)propene of b.p.10 =72° C. with a purity of 98.7% (determined by gas chromatography) on subsequent distillation. The solution thus obtained The mixture was then heated under reflux for 0.5 h the mixture was extracted twice The extracts were washed three times with water dried over Na2SO4 evaporated