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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 541572Erstellt: 25. Oktober 2026

Triethylamine → Tert-butyl{3-[(2-methoxy-5-nitrophenyl)ethynyl]phenyl}carbamate

https://huagongshe.com/reaction/541572

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt2-Iodo-1-methoxy-4-nitrobenzeneHCID 94806—
Edukttert-Butyl 3-ethynylphenylcarbamateHCID 11275982—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelDimethylformamideHCID 6228—
ProduktTert-butyl{3-[(2-methoxy-5-nitrophenyl)ethynyl]phenyl}carbamateHCID 5796166640%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

tert-Butyl (3-ethynylphenyl)carbamate was stirred with 2-iodo-1-methoxy-4-nitrobenzene (2.60 g, 9.31 mmol) and bis(triphenylphosphine)palladium(II) chloride (163 mg, 0.23 mmol) in N,N-dimethylformamide (15 mL), and triethylamine (2.59 mL, 18.6 mmol) was added. The reaction mixture was heated at 80° C. for 15 minutes. Purification by preparative LCMS (pH 10) gave the desired compound (1.38 g, 40%). 1H NMR (300 MHz, DMSO-d6): δ 9.53 (s, 1H), 8.25 (m, 2H), 7.71 (s, 1H), 7.42 (d, 1H), 7.25 (m, 2H), 7.18 (d, 1H), 4.00 (s, 3H), 1.42 (s, 9H). LCMS for C20H21N2O5 (M+H)+: m/z=369.1.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08871753B2
Quelldatensatzuspto-grants-2014_10
ORD IDord-974a337b796049089504cf9eeee21670
Quellennotizuspto-grants-2014_10