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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 742471Erstellt: 23. Oktober 2026

Hexane → 9-Methylene-9H-fluorene

https://huagongshe.com/de/reaction/742471

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHexaneHCID 8058—
EduktFluorenoneHCID 10241—
EduktButyllithiumHCID 178418339—
KatalysatorMethyltriphenyliphosphonium bromideHCID 74505—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt9-Methylene-9H-fluoreneHCID 7814776,3%

Reaktionsschritte

A suspension of methyl triphenylphosphonium bromide (31.22 g; 87.3 mmol) in 500 mL of ether was added at -30° C. 10M n-butyllithium in hexane (8.73 mL; 87.3 mmol) and the mixture was allowed to stir at room temperature for 1/2 h. To the above mixture was added 15 g (83.2 mmol) of 9-fluorenone in 50 mL of tetrahydrofuran and the mixture was refluxed for 1 h. The above mixture was cooled to 0° C., filtered, and concentrated to yield 11.3 g (76.3%) of 9-methylene-fluorene (Formula III: R3 =R4 =H; R5 =R6 together form a 9-fluorene ring).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05554620
Quelldatensatzuspto-grants-1996_09
ORD IDord-898a58f2a809496f93f0a2a98eaea946
Quellennotizuspto-grants-1996_09