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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 276271Erstellt: 25. Oktober 2026

Hydrochloric Acid → N-(tert-butoxycarbonyl)-N-(2-hydroxyethyl)-1-amino-2-methylprop-2-ene

https://huagongshe.com/reaction/276271

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktWaterHCID 962—
EduktLithium borohydrideHCID 4148881—
EduktN-(tert-butoxycarbonyl)-N-(2-methylprop-2-enyl)glycine tert-butyl esterHCID 18316043—
LösungsmittelDiethyl EtherHCID 3283—
ProduktN-(tert-butoxycarbonyl)-N-(2-hydroxyethyl)-1-amino-2-methylprop-2-eneHCID 1831651757%

Reaktionsschritte

A solution of N-(tert-butoxycarbonyl)-N-(2-methylprop-2-enyl)glycine tert-butyl ester (0.26 g, 0.93 mmol) in Et2O (3 mL) was treated with lithium borohydride (0.011 g), then stirred at room temp. overnight. To the resulting mixture was added water (2 mL), then a 1N HCl was added dropwise until gas evolution stopped. The organic phase was washed with a saturated NaHCO3 solution (20 mL), dried (MgSO4), and concentrated under reduced pressure. The residue was purified by chromatography (SiO2, gradient from 10% EtOAc/hex to 50% EtOAc/hex) to give N-(tert-butoxycarbonyl)-N-(2-hydroxyethyl)-1-amino-2-methylprop-2-ene (0.113 g, 57%): TLC (10% EtOAc/hex) Rf0.66.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06353006B1
Quelldatensatzuspto-grants-2002_03
ORD IDord-a073b20e851841b996bb72b3100effb1
Quellennotizuspto-grants-2002_03