Triethylamine → HCID 86604803, Verbindung

HRID 856156Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 856156
[Cl:1][C:2]1[NH:3][CH:4]=[C:5]([N+:7]([O-:9])=[O:8])[N:6]=1.[N+:10]([C:13]1[CH:26]=[CH:25][C:16]([C:17]([O:19][CH2:20][C@:21]2([CH3:24])[CH2:23][O:22]2)=[O:18])=[CH:15][CH:14]=1)([O-:12])=[O:11].C(N(CC)CC)C>C(OCC)(=O)C>[Cl:1][C:2]1[N:3]([CH2:24][C@@:21]([OH:22])([CH3:23])[CH2:20][O:19][C:17](=[O:18])[C:16]2[CH:15]=[CH:14][C:13]([N+:10]([O-:12])=[O:11])=[CH:26][CH:25]=2)[CH:4]=[C:5]([N+:7]([O-:9])=[O:8])[N:6]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 147239Oxiranemethanol, 2-methyl-, 4-nitrobenzoate, (2S)-HCID 178526855HCID 178526855, Verbindung

Produkt 1

HCID 86604803HCID 86604803, VerbindungAusbeute 87,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
62.5 °C

Versuchsvorschrift

2-Chloro-4-nitro-1H-imidazole (3 g, 20.34 mmol) and (S)-2-methyloxiran-2-ylmethyl 4-nitrobenzoate (5.31 g, 22.37 mmol) were dissolved in ethyl acetate (10 ml). Triethylamine (0.57 ml, 4.07 mmol) was added to the solution, and the resulting mixture was stirred at 60-65° C. for 10 hours. The reaction mixture was concentrated under reduced pressure. Ethyl acetate (3 ml) and toluene (30 ml) were added to the residue, and the resulting precipitates were filtered off to afford (S)-2-chloro-4-nitro-1-[2-hydroxy-3-(4-nitrobenzoyloxy)-2-methylpropyl]imidazole (6.82 g, yield 87%) as a yellow powder.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionEthyl acetate (3 ml) and toluene (30 ml) were added to the residue
  3. customthe resulting precipitates
  4. filtrationwere filtered off

Quellen und Nachweise

ORD-Eintrag
ord-110b213b7e8f41b0b7b1b6666a146a53
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07262212B2

Notizen zur Reaktion

Wird geladen…