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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 401202Generated: October 26, 2026

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

https://huagongshe.com/reaction/401202

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 numberUS08741915B2
Source datasetuspto-grants-2014_06
ORD IDord-40f3c7915bb5403c96352b89731c9f06
Source noteuspto-grants-2014_06