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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 383016Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/383016

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktTriphenylphosphineHCID 11776—
EduktVinyltrimethylsilaneHCID 79102—
EduktMethyl 3-iodo-5-nitrobenzoateHCID 7020599—
KatalysatorSilver NitrateHCID 24470—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelAcetonitrileHCID 6342—
Produkt3-Nitro-5-(2-trimethylsilylvinyl)benzoic acid methyl esterHCID 54367033—

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

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%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06310243B1
Quelldatensatzuspto-grants-2001_10
ORD IDord-50cc083063be40b48dc71ffea5d405d1
Quellennotizuspto-grants-2001_10