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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1912620Erstellt: 27. Oktober 2026

3-Fluorophenol → 1-Fluoro-3-(prop-2-yn-1-yloxy)benzene

https://huagongshe.com/reaction/1912620

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-FluorophenolHCID 9743—
EduktPotassium CarbonateHCID 11430—
Edukt1-Propyne, 1-bromo-HCID 137279—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-Fluoro-3-(prop-2-yn-1-yloxy)benzeneHCID 14513182106,4%

Reaktionsschritte

3-Fluorophenol (5.10 g, 45.5 mmol) was dissolved in DMF (10 mL) and potassium carbonate (7.55 g, 54.6 mmol) was added and the mixture was stirred at ambient temperature for 30 minutes. Bromoprop-1-yne (5.05 mL, 45.5 mmol) was added and the reaction was stirred overnight at ambient temperature. The mixture was diluted with water, extracted with ethyl acetate, washed with brine, dried over sodium sulfate, concentrated under reduced pressure to give a yellow oil (7.27 g) that was used without further purification in the next step. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm=7.30-7.23 (m, 1 H), 6.81-6.69 (m, 3 H), 4.70 (d, J=2.3 Hz, 2 H), 2.56 (t, 1 H); LCMS (m/z) ES+=151 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08609653B2
Quelldatensatzuspto-grants-2013_12
ORD IDord-dc7ebb8c68714bfe81486ce82c7fbce3
Quellennotizuspto-grants-2013_12