Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1712198Erstellt: 27. Oktober 2026

Water → 2-{3-Fluoro-4-[2-(4-fluorophenyl)vinyl]phenyl}naphthalene

https://huagongshe.com/reaction/1712198

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt(4-Fluorobenzyl)triphenylphosphonium bromideHCID 10837295—
EduktPotassium tert-butoxideHCID 23665647—
Edukt2-Fluoro-4-(naphthalen-2-yl)benzaldehydeHCID 54912451—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-{3-Fluoro-4-[2-(4-fluorophenyl)vinyl]phenyl}naphthaleneHCID 6861528083,8%

Reaktionsbedingungen

Temperatur-30 °C

Reaktionsschritte

In the step, 6.30 g (15.48 mmol) of (4-fluorobenzyl)triphenylphosphonium bromide was suspended in 50 ml of THF, and the suspension was cooled to −30° C. and added with 1.74 g (=15.48 mmols) of potassium t-butoxide under stirring. After the addition was finished, the reaction solution was stirred at the same temperature for 1 hour, a 25 ml THF solution of 3.00 g (11.99 mmol) of 2-fluoro-4-naphthalene-2-yl-benzaldehyde was dropped into the same, and then the mixture was slowly heated to room temperature. After being stirred for 18 hours, the reaction mixture was added into iced water, and the mixture was extracted thrice with toluene. The extract was washed thrice with water and then dried with anhydrous MgSO4. After the solvent was evaporated under a reduced pressure, the obtained yellow solid of 12.73 g was purified with silica gel chromatography using heptane as the eluent to obtain 3.44 g of 2-{3-fluoro-4-[2-(4-fluorophenyl)vinyl]phenyl}naphthalene as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07790915B2
Quelldatensatzuspto-grants-2010_09
ORD IDord-4d7a06a2951e4ae7b449caffef22319b
Quellennotizuspto-grants-2010_09