Pyridine → Ethyl 2-(((benzyloxy)carbonyl)amino)-2-cyanoacetate

HRID 256598

Reaktionsgleichung

Reaktionsgleichung von HRID 256598
[CH2:1]([O:3][C:4](=[O:9])[CH:5]([NH2:8])[C:6]#[N:7])[CH3:2].N1C=CC=CC=1.[CH2:16]([O:23][C:24](Cl)=[O:25])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O>[CH2:1]([O:3][C:4](=[O:9])[CH:5]([NH:8][C:24]([O:23][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:25])[C:6]#[N:7])[CH3:2]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 10387Benzyl chloroformateHCID 288716Ethyl 2-amino-2-cyanoacetate

Produkt 1

HCID 9943163Ethyl 2-(((benzyloxy)carbonyl)amino)-2-cyanoacetateAusbeute 60,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a stirred mixture of 2-amino-2-cyanoacetic acid ethyl ester (19.7 g) and pyridine (12.2 g) in water (123 ml) was added portionwise benzyloxycarbonyl chloride (27.9 g) under ice cooling. The resulting mixture was stirred under ice cooling for 1 hour. Precipitated crystals were collected, washed thoroughly with water, and recrystallized from ethanol to give the title compound (24.2 g, 60.2%) as colorless crystals, mp 111°-112° C.

Aufarbeitung

  1. customPrecipitated crystals
  2. customwere collected
  3. washwashed thoroughly with water
  4. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-4ea026a1293a48e196c3c781eb05705b
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05258382

Verknüpfte Notizen

Wird geladen…