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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 56624Erstellt: 23. Oktober 2026

Triethylamine → Tert-butyl 4-(N-hydroxycarbamimidoyl)-phenylcarbamate

https://huagongshe.com/de/reaction/56624

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktHydroxylamine HClHCID 21645—
EduktTert-butyl 4-cyanophenylcarbamateHCID 10130644—
LösungsmittelEthanolHCID 702—
ProduktTert-butyl 4-(N-hydroxycarbamimidoyl)-phenylcarbamateHCID 53439229—

Reaktionsschritte

At RT, 1.40 g (20.16 mmol, 2.2 eq.) of hydroxylammonium chloride and 2.81 ml (20.16 mmol, 2.2 eq.) of triethylamine were added to a solution of 2.0 g (9.16 mmol) of tert-butyl-(4-cyanophenyl)carbamate in 45 ml of ethanol. The reaction mixture was heated under reflux for 4 h and concentrated under reduced pressure. The residue was stirred with 100 ml of water at RT for 1 h. The reaction mixture was filtered and the filter cake was washed with water. The residue was dissolved in ethyl acetate. The aqueous phase that remained was separated off and the organic phase was dried (sodium sulphate), filtered and concentrated under reduced pressure. The crude product was used for the next step without purification. Yield: 2.10 g (purity 95%, 87% of theory)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434690B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-2f4bc81327554caa957bda3a2531d281
Quellennotizuspto-grants-2016_09