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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 47441Erstellt: 24. Oktober 2026

Tetraethyltin → Methyl 2-ethyl-5-nitrobenzoate

https://huagongshe.com/de/reaction/47441

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetraethyltinHCID 11704—
EduktMethyl 2-Bromo-5-nitrobenzoateHCID 245494—
EduktLithium ChlorideHCID 433294—
KatalysatorDichlorobis(triphenylphosphine)palladiumHCID 6102075—
LösungsmittelDimethylformamideHCID 6228—
ProduktMethyl 2-ethyl-5-nitrobenzoateHCID 5422021955,9%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

2-Bromo-5-nitrobenzoic acid methyl ester (1.0 g), lithium chloride (0.49 g), tetraethyltin (0.96 g) and bis(triphenylphosphine)-palladium(II)chloride (0.1 g) were combined in dimethylformamide (20 ml) and heated at 100° C. for 8 h. Solvent was removed at reduced pressure and the residue column chromatographed (silica gel, dichloromethane/petroleum ether 30:70) to give the title compound (0.45 g). 1H NMR (CDCl3) δ: 1.28 (3H, t, J=7.4 Hz), 3.10 (2H, q, J=7.4Hz), 3.96 (3H, s), 7.47 (1H, d, J=8.5 Hz), 8.27 (1H, dd, J=2.5, 8.5 Hz), 8.73 (1H, d, J=2.5 Hz)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06699879B1
Quelldatensatzuspto-grants-2004_03
ORD IDord-04238d49458a47fa88198787870212fd
Quellennotizuspto-grants-2004_03