Reaktion #172585

Reaktionsgleichung

tert-Butyl 2-(2-aminoethoxy)ethylcarbamate

salicylic acid

EDCI

→

tert-butyl 2-(2-(2-hydroxybenzamido)ethoxy)ethylcarbamate

Ausbeute 33.0%

Lösungsmittel

CH2Cl2

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe resulting reaction mixture
2. 2
   Waschenwashed with saturated aqueous NaHCO3, brine
3. 3
   Trocknendried over Na2SO4
4. 4
   Einengenconcentrated under reduced pressure
5. 5
   SonstigeThe resulting residue was purified by chromatography (9:1 CH2Cl2/MeOH)

Vorschrift

tert-Butyl 2-(2-aminoethoxy)ethylcarbamate was then taken up in CH2Cl2 (20 mL) along with salicylic acid (576 mg, 4.17 mmol) and EDCI (905 mg. 4.72 mmol). The resulting reaction mixture was stirred at room temperature for 18 h. It was then diluted with CH2Cl2 (20 mL), washed with saturated aqueous NaHCO3, brine, dried over Na2SO4 and concentrated under reduced pressure. The resulting residue was purified by chromatography (9:1 CH2Cl2/MeOH) to afford tert-butyl 2-(2-(2-hydroxybenzamido)ethoxy)ethylcarbamate (450 mg, 33%). Mass, calculated for C16H24N2O5: 324.17; found: [M+H]+=325.

Quelle