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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2178086Generated: October 27, 2026

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

https://huagongshe.com/reaction/2178086

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 numberUS09067893B2
Source datasetuspto-grants-2015_06
ORD IDord-9420e8e099af4cae8a561daa88620e7b
Source noteuspto-grants-2015_06