Methyl chloroglyoxylate → methyl (6-imidazol-1-yl-1-methyl-1H-indol-3-yl)glyoxylate

HRID 651755

Reaktionsgleichung

Reaktionsgleichung von HRID 651755
[N:1]1([C:6]2[CH:14]=[C:13]3[C:9]([CH:10]=[CH:11][N:12]3[CH3:15])=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.Cl[C:17](=[O:22])[C:18]([O:20][CH3:21])=[O:19]>C(Cl)Cl>[N:1]1([C:6]2[CH:14]=[C:13]3[C:9]([C:10]([C:17](=[O:22])[C:18]([O:20][CH3:21])=[O:19])=[CH:11][N:12]3[CH3:15])=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Komponenten

4

Edukt 2

HCID 79846Methyl chloroglyoxylate2×HCID 217090586-imidazol-1-yl-1-methyl-1H-indole

Produkt 1

HCID 86757284methyl (6-imidazol-1-yl-1-methyl-1H-indol-3-yl)glyoxylateAusbeute 116,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

6-Imidazol-1-yl-1-methyl-1H-indole (0.90 g, 4.56 mmol ) was dissolved in CH2Cl2 (2 mL) and cooled at 0° C. Methyl chlorooxoacetate (1.3 mL, 14 mmol) was added. Stirring was continued for 2 h at 0° C. and more methyl chlorooxoacetate (0.4 mL, 4.3 mmol) was added. After an additional 2 h, the solvent was removed. The residual solid was taken up in ether, filtered and washed well with ether to give crude methyl (6-imidazol-1-yl-1-methyl-1H-indol-3-yl)glyoxylate (1.50 g).

Aufarbeitung

  1. waitAfter an additional 2 h
  2. customthe solvent was removed
  3. filtrationfiltered
  4. washwashed well with ether

Quellen und Nachweise

ORD-Eintrag
ord-838b2e2bb5814c54b36e42ad48f35305
Quelldatensatz
uspto-grants-2001_08
Patentnummer
US06281356B1

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