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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1253690Erstellt: 27. Oktober 2026

1-Bromo-4-fluorobenzene → Tert-butyl 8-(4-fluorophenyl)-2,8-diazaspiro[4.5]decane-2-carboxylate

https://huagongshe.com/reaction/1253690

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Bromo-4-fluorobenzeneHCID 9993—
EduktBinap, (A+-)-HCID 634876—
Edukttert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylateHCID 34178604—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelTolueneHCID 1140—
ProduktTert-butyl 8-(4-fluorophenyl)-2,8-diazaspiro[4.5]decane-2-carboxylateHCID 6670123228%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

Sodium t-butylate (6.24 mmol, 3.0 eq.) was added to a stirred solution of tert-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate (2.08 mmol, 1.0 eq.) and 1-bromo-4-fluorobenzene (2.08 mmol, 1.0 eq.) in toluene (15 ml) and the reaction mixture was degassed with N2. BINAP (0.12 mmol, 0.06 eq.) and Pd(OAc)2 (0.04 mmol, 0.02 eq.) were added and the reaction mixture obtained was heated at 120° C. for 12 h. The reaction mixture was filtered over Celite and the filtrate was concentrated in vacuo in order to obtain the crude product, which was purified by column chromatography (silica gel, 12% ethyl acetate in hexane), so that the desired product was achieved. Yield: 28%

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08455475B2
Quelldatensatzuspto-grants-2013_06
ORD IDord-8ecf4e557e294a30baf1f6d4c86c859a
Quellennotizuspto-grants-2013_06