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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924992Generated: October 26, 2026

Ethyl Acetate → Ethyl 2-(3-vinylphenyl)acetate

https://huagongshe.com/reaction/924992

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantTributylvinyltinHCID 81998—
ReactantEthyl 3-(bromophenyl)acetateHCID 11470552—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventDimethylformamideHCID 6228—
ProductEthyl 2-(3-vinylphenyl)acetateHCID 1168703354%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a mixture of ethyl 2-(3-bromophenyl)acetate (1.5 g, 6.1 mmol) in anhydrous DMF (15 mL) was added tributyl(vinyl)stannane (2.1 mL, 7.4 mmol) and tetrakis(triphenylphosphine) palladium (400 mg, 0.5 mmol) under nitrogen atmosphere. The resulting mixture was stirred at 110° C. for 8 hours. Followed a standard aqueous/EtOAc workup. Purified by silica gel column chromatography (petroleum:ether/ethyl acetate=15:1) (640 mg, yield 54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09283229B2
Source datasetuspto-grants-2016_03
ORD IDord-7ca8bd98bdca4d04996787da4cd92007
Source noteuspto-grants-2016_03