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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2377254Erstellt: 26. Oktober 2026

Triethylamine → Phenyl 5-(3-phenoxy-1-propynyl)-3-thiophenecarboxylate

https://huagongshe.com/reaction/2377254

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktTriphenylphosphineHCID 11776—
Edukt(Prop-2-ynyloxy)benzeneHCID 83613—
EduktPhenyl 5-bromothiophene-3-carboxylateHCID 58591683—
KatalysatorCopper iodideHCID 83717—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelDimethylformamideHCID 6228—
ProduktPhenyl 5-(3-phenoxy-1-propynyl)-3-thiophenecarboxylateHCID 16220355—

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

A mixture of phenyl 5-bromothiophene-3-carboxylate, Example 113 (100 mg, 0.35 mmol), (prop-2-ynyloxy)benzene (93 mg, 0.71 mmol), triphenylphosphine (19 mg, 0.071 mmol), dichlorobis(triphenylphosphine)palladium(II) (12 mg, 0.018 mmol), copper iodide (1 mg, 0.006 mmol) and triethylamine (0.74 mL, 5.30 mmol) in N,N-dimethylformamide (1 mL) was stirred under nitrogen in a heavy walled process vial in a microwave synthesizer at about 120° C. for about 25 minutes. The reaction mixture was concentrated under vacuum and the residue was purified by flash column chromatography on silica gel using hexane/ethyl acetate (2:1) as the mobile phase to provide the desired product. MS (DCI-NH3): m/z 352 (M+NH4)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07468371B2
Quelldatensatzuspto-grants-2008_12
ORD IDord-8c1c44f128624e6d9e7e013a7fe9f2b8
Quellennotizuspto-grants-2008_12