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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 32794Erstellt: 23. Oktober 2026

Triethylamine → tert-Butyl (4-bromo-2-methylphenyl)carbamate

https://huagongshe.com/de/reaction/32794

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt4-Bromo-2-methylanilineHCID 11423—
EduktAmmonium ChlorideHCID 25517—
EduktDi-tert-butyl dicarbonateHCID 90495—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkttert-Butyl (4-bromo-2-methylphenyl)carbamateHCID 273563879,4%

Reaktionsschritte

To a solution of 4-bromo-2-methylaniline (1 g, 5.37 mmol,) in 1,4-dioxane (11 mL) and H2O (4 mL), at r.t., were added Et3N (2.7 mL, 1.2 eq) and BOC2O (4.2 g, 1.2 eq). The reaction mixture was stirred at r.t. for 96 hr. Sat.aq. NH4Cl and EtOAc (20 mL) were added and the phases were separated. The aqueous layer was further extracted with EtOAc (2×20 mL). The combined organic extracts were dried over anh. Na2SO4, the solids were filtered and the solvent evaporated. The residue was purified on an SCX cartridge (CH2Cl2, MeOH and NH3(0.5 M in MeOH)) to give the title compound as a white solid (1.22 g, 79%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07427630B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-fa511c497d154a0b80b25451fc45b008
Quellennotizuspto-grants-2008_09