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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1371014Erstellt: 24. Oktober 2026

Methyl 4-(bromomethyl)benzoate → HCID 18510220, Verbindung

https://huagongshe.com/de/reaction/1371014

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl 4-(bromomethyl)benzoateHCID 256687—
EduktTetrabutylammonium FluorideHCID 2724141—
EduktLithium HexamethyldisilazideHCID 2733832—
Edukt2-(4-Fluorophenyl)-2-[(trimethylsilyl)oxy]acetonitrileHCID 11715552—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktHCID 18510220HCID 1851022065,6%

Reaktionsschritte

To 2-(4-fluorophenyl)-2-[(trimethylsilyl)oxy]acetonitrile (0.500 g, 2.24 mmol) in degassed THF (11 ml) at −78° C. was added LHMDS 1M in THF (2.4 ml). To the previous reaction mixture a solution of methyl 4-(bromomethyl)benzoate (0.513 g, 2.25 mmol) in THF (2 ml) was then added. After a period of 1 h at r.t., tetrabutylammonium fluoride solution 1 M in THF (2.23 ml) was added to the reaction mixture and stirred for 10 minutes. Water was added and the mixture was extracted with ethyl acetate. The organic phase was dried over sodium sulfate and evaporated to dryness. The residue was purified by flash chromatography using hexane/ethyl acetate 30% giving 0.4 g of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06583126B2
Quelldatensatzuspto-grants-2003_06
ORD IDord-8d0496ff676b429dbd0e273701dac41f
Quellennotizuspto-grants-2003_06