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HRID 1470640Erstellt: 25. Oktober 2026

4-Ethynyl-1,1'-biphenyl → HCID 66706342, Verbindung

https://huagongshe.com/reaction/1470640

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-Ethynyl-1,1'-biphenylHCID 34464—
Eduktmethyl 2-amino-3-iodobenzoateHCID 21258150—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorDichlorobis(triphenylphosphine)palladiumHCID 6102075—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktHCID 66706342HCID 6670634276,4%

Reaktionsschritte

To a solution of 2-amino-3-iodo-benzoic acid methyl ester (500 mg, 1.8 mmol), 4-ethynyl-biphenyl (416 mg, 2.3 mmol) in THF (20 mL), CuI (17 mg, 0.09 mmol), bis-(triphenylphosphine)-palladium (II)-chloride (64 mg, 0.09 mmol) and TEA (0.75 mL, 5.4 mmol) were added. This mixture was stirred at room temperature for 12 h. The progress of the reaction was monitored by TLC. After completion, the reaction mass was filtered through celite, and the collected filtrate was diluted with ethyl acetate (30 mL), washed with water (2×20 mL) and the combined organic layer was separated and dried over sodium sulphate and concentrated under reduced pressure to obtain brown mass which was purified by column chromatography using 5% ethyl acetate in hexane as an eluent to obtain 450 mg of 2-amino-3-biphenyl-4-ylethynyl-benzoic acid methyl ester as a pale yellow coloured solid (76%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09006454B2
Quelldatensatzuspto-grants-2015_04
ORD IDord-ec4b4a98675e4a7e8de6f7f7588ea4e5
Quellennotizuspto-grants-2015_04