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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1023820Erstellt: 27. Oktober 2026

Potassium Carbonate → Tert-butyl(trans)-2-(3'-chlorobiphenyl-4-yl)cyclopropylcarbamate

https://huagongshe.com/reaction/1023820

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt(3-Chlorophenyl)boronic acidHCID 2734323—
Edukttert-butyl ((1R,2S)-2-(4-bromophenyl)cyclopropyl)carbamateHCID 86658779—
LösungsmittelAcetonitrile--water (1/1)HCID 18373917—
ProduktTert-butyl(trans)-2-(3'-chlorobiphenyl-4-yl)cyclopropylcarbamateHCID 8668087291%

Reaktionsschritte

A solution of tert-butyl (trans)-2-(4-bromophenyl)cyclopropylcarbamate (Intermediate H, 3 g, 9.6 mmol), 3-chlorophenylboronic acid (1.8 g, 11.5 mmol) and K2CO3 (3.9 g, 28.8 mmol) in acetonitrile:water (4:1) was degassed for 20 min. Tetrakis triphenylphosphine palladium (300 mg) was added and heated at reflux for 18 h. After completion, the reaction mixture was poured into ice water (100 mL) and extracted with EtOAc (2×50 mL). The combined organic extracts were washed with water (50 mL), brine (50 mL) and dried over anhydrous Na2SO4 filtered and evaporated. The crude residue was purified by column chromatography (SiO2) using EtOAc: Pet ether to give (3 g, 91%) tert-butyl (trans)-2-(3′-chlorobiphenyl-4-yl)cyclopropylcarbamate as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08722743B2
Quelldatensatzuspto-grants-2014_05
ORD IDord-fe25649eba4b429a8a8fca3560739bf3
Quellennotizuspto-grants-2014_05