1-Allyl-3-chloro-4-fluorobenzene → 1-((3-(3-Chloro-4-fluorophenyl)propyl)dimethylsilanyl)-4-ethoxybenzene

HRID 2073922Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][CH:10]=[CH2:11])[CH:5]=[CH:6][C:7]=1[F:8].[CH2:12]([O:14][C:15]1[CH:20]=[CH:19][C:18]([SiH:21]([CH3:23])[CH3:22])=[CH:17][CH:16]=1)[CH3:13]>C(O)(C)C.[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl>[CH2:12]([O:14][C:15]1[CH:20]=[CH:19][C:18]([Si:21]([CH3:22])([CH3:23])[CH2:11][CH2:10][CH2:9][C:4]2[CH:5]=[CH:6][C:7]([F:8])=[C:2]([Cl:1])[CH:3]=2)=[CH:17][CH:16]=1)[CH3:13]

Participants

Conditions

Temperature: 130 °C

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.

Workup

customAfter a short time, an exothermic reaction
temperatureAfter cooling
distillationthe product was distilled in vacuo

Sources & evidence

ORD record: ord-e0bc375928a74f33ae4fce21db1bc3f8
Source dataset: uspto-grants-1990_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04920212

Reaction notes

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