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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1280135Generated: October 26, 2026

Triethylamine → 3-Nitro-5-(2-trimethylsilylvinyl)benzoic acid methyl ester

https://huagongshe.com/reaction/1280135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphenylphosphineHCID 11776—
ReactantVinyltrimethylsilaneHCID 79102—
ReactantMethyl 3-iodo-5-nitrobenzoateHCID 7020599—
CatalystSilver NitrateHCID 24470—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
Product3-Nitro-5-(2-trimethylsilylvinyl)benzoic acid methyl esterHCID 54367033—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 3-iodo-5-nitrobenzoic acid methyl ester (307 mg, 1.0 mmol), Pd(OAc)2 (67 mg, 0.30 mmol), triphenylphosphine (0.032 g, 0.60 mmol), AgNO3 (170 mg, 1.0 mmol), triethylamine (0.167 ml, 1.2 mmol) and vinyltrimethylsilane (0.309 ml, 2.0 mmol) was dissolved in acetonitrile (10 ml) and the solution was heated to 60° C. in a closed vessel for 48 h. The precipitated salts were filtered off and the filtrate was evaporated. The residue was chromatographed on silica gel using a mixture of ethyl acetate and heptane (1:11) as the eluent. Yield: 210 mg (75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06448442B1
Source datasetuspto-grants-2002_09
ORD IDord-3ec028b86a564582b165988a5b4a41e0
Source noteuspto-grants-2002_09