O-Xylene → HCID 178418425, Verbindung

HRID 1606

Reaktionsgleichung

Reaktionsgleichung von HRID 1606
[NH2:1][C:2](=[N:8]O)[C:3]([O:5][CH2:6][CH3:7])=[O:4].C1(C)C(C)=CC=CC=1.[C:18]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])(=[O:21])[C:19]#[CH:20]>C(N(CC)CC)C>[CH2:6]([O:5][C:3]([C:2]1[NH:8][CH:20]=[C:19]([C:18]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[N:1]=1)=[O:4])[CH3:7]

Komponenten

5

Edukt 3

HCID 7237O-XyleneHCID 543038tert-Butyl propiolateHCID 6785548Ethyl 2-amino-2-(hydroxyimino)acetate

Produkt 1

HCID 178418425HCID 178418425, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

tert-Butyl 2-ethoxycarbonyl imidazole-4-carboxylate can be prepared as follows: the procedure is as in Example 1 but starting from 15 g of ethyl α-aminooximinoacetate, 500 ml of xylene, 19.1 of triethylamine and 14.3 ml of tert-butyl propiolate. The crude product (19 g) is chromatographed on a silica column, eluting with a mixture of cyclohexane and ethyl acetate (50-50 by volume) to give 5 g of tert-butyl 2-ethoxycarbonylimidazole-4-carboxylate, employed as such in the subsequent syntheses.

Aufarbeitung

  1. customThe crude product (19 g) is chromatographed on a silica column
  2. washeluting with a mixture of cyclohexane and ethyl acetate (50-50 by volume)

Quellen und Nachweise

ORD-Eintrag
ord-199fcedcf8044722923baaa5b14e12bf
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05726175

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