Diazomethane → Methyl 8-Hydroxyquinoline-2-Carboxylate

HRID 2393091Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2393091
[OH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([C:12]([OH:14])=[O:13])[CH:8]=[CH:7]2.[N+](=[CH2:17])=[N-]>O1CCCC1>[OH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([C:12]([O:14][CH3:17])=[O:13])[CH:8]=[CH:7]2

Komponenten

4

Edukt 2

HCID 9550DiazomethaneHCID 740798-Hydroxyquinaldic acid

Produkt 1

HCID 12336161Methyl 8-Hydroxyquinoline-2-CarboxylateAusbeute 71,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

8-Hydroxyquinoline-2-carboxylic acid (2.08 g) and tetrahydrofuran (200 ml) were combined and stirred with ice bath cooling. Diazomethane (approx. 16.6 mmol in solution in diethyl ether) was then added and the whole stirred for 1.5 h as it slowly warmed to room temperature. Nitrogen was blown through the reaction mixture to purge any excess diazomethane and the solution was evaporated in vacuo to give the title compound (1.6 g).

Aufarbeitung

  1. temperaturecooling
  2. stirringthe whole stirred for 1.5 h as it
  3. customto purge any excess diazomethane
  4. customthe solution was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4c7b361eae324ebeabfcce85d7c21218
Quelldatensatz
uspto-grants-1998_09
Patentnummer
US05804588

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