Potassium Carbonate → HCID 58683810, Verbindung

HRID 220755

Reaktionsgleichung

Reaktionsgleichung von HRID 220755
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH:5]=[O:6].S([CH2:22][N+:23]#[C-:24])(C1C=CC(C)=CC=1)(=O)=O.C([O-])([O-])=O.[K+].[K+]>CO>[Br:1][C:2]1[CH:3]=[C:4]([C:5]2[O:6][CH:24]=[N:23][CH:22]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 986623-Bromo-4-methoxybenzaldehydeHCID 161915Tosylmethyl isocyanide

Produkt 1

HCID 58683810HCID 58683810, VerbindungAusbeute 80,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

The mixed solution of 3-bromo-4-methoxybenzaldehyde (200 mg, 0.93 mmol) in methanol (4 mL) was added tosylmethyl isocyanide (200 mg, 1.02 mmol) and K2CO3 (260 mg, 1.88 mmol). The reaction was stirred at room temperature for 5 min before heated to 80° C. in the sealed tube. After 30 min, the solution was cooled to room temperature and concentrated. Column chromatography afforded 5-(3-bromo-4-methoxyphenyl)oxazole (o) (190 mg, 80%). Following the procedures analogous to the Suzuki and amide coupling reactions described for Compound 20, Compound 25 was prepared.

Aufarbeitung

  1. temperaturebefore heated to 80° C. in the sealed tube
  2. waitAfter 30 min
  3. temperaturethe solution was cooled to room temperature
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b408120d9c7e404abd0bb2bc574e6ca7
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08202999B2

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