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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 40058Erstellt: 26. Oktober 2026

3-Methylbut-1-yne → Ethyl3-Amino-4-(3-methylbut-1-ynyl)benzoate

https://huagongshe.com/reaction/40058

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-Methylbut-1-yneHCID 69019—
EduktEthyl 3-amino-4-iodobenzoateHCID 59762281—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelTriethylamineHCID 8471—
ProduktEthyl3-Amino-4-(3-methylbut-1-ynyl)benzoateHCID 59762350—

Reaktionsbedingungen

Temperatur25 °C

Reaktionsschritte

To a solution of ethyl3-amino-4-iodobenzoate (Compound 31, 6.87 g, 23.1 mmol) in triethylamine (50 ml) at 25° C. under argon then added CuI (22 mg, 1.16 mmol), Pd(PPh3)2Cl2 (82 mg, 1.16 mmol), and 3-methyl-1-butyne ( 3.18 g, 46.2 mmol). The reaction was stirred for 20 h at 25° C., filtered off brown solid, and then rinsed solid with EtOAc, organic layer was concentrated in vacuo. The residue was purified by chromatography on silica gel (0→25% EtOAc-hexanes) to yield the title compound as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08524917B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-8cfdaf0063bc4f8ba461f5f905e1d324
Quellennotizuspto-grants-2013_09