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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 620970Generated: October 26, 2026

Diethyl Ether → 1-(3-Vinylphenyl)-1-phenylethane

https://huagongshe.com/reaction/620970

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant(1-Chloroethyl)benzeneHCID 12648—
Reactant1,3-Bis(diphenylphosphino)propaneHCID 81219—
ReactantHCID 178436337HCID 178436337—
CatalystNickel DichlorideHCID 24385—
SolventWaterHCID 962—
Product1-(3-Vinylphenyl)-1-phenylethaneHCID 1475025874%

Reaction Conditions

Temperature0 °C

Reaction Steps

Then, 94 g (0.67 mole) of (1-chloroethyl)benzene of the formula (VI) and 5.4 g of the catalyst of nickel chloride (II) with ligands of 1,3-bis(diphenylphosphino)propane were mixed into 500 ml of dried ether. The above Grignard reagent was dropped little by little into this mixture over 2 hours. During the dropping, the temperature in the reactor was maintained at 0° C. After the dropping, stirring was continued for further 24 hours. The reaction mixture was then poured into iced water (1000 g of ice and 500 g of water) and aqueous layer and oily layer were separated to recover the oily layer. After that, ether and tetrahydrofuran were evaporated off under a reduced pressure to obtain 1-(3-vinylphenyl)-1-phenylethane in a yield of 74%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04822934
Source datasetuspto-grants-1989_04
ORD IDord-e283a0178b0546fdac8e0a03954aff74
Source noteuspto-grants-1989_04