Potassium Carbonate → Benzyl 5-(4,6-Dimethoxy-1,3,5-triazin-2-yl)oxy-2-methyl-3-methoxycarbonylbenzofuran-4-carboxylate

HRID 964522Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 964522
[OH:1][C:2]1[C:15]([C:16]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:17])=[C:6]2[C:7]([C:11]([O:13][CH3:14])=[O:12])=[C:8]([CH3:10])[O:9][C:5]2=[CH:4][CH:3]=1.[CH3:26][O:27][C:28]1[N:33]=[C:32]([O:34][CH3:35])[N:31]=[C:30](S(C)(=O)=O)[N:29]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:35][O:34][C:32]1[N:33]=[C:28]([O:27][CH3:26])[N:29]=[C:30]([O:1][C:2]2[C:15]([C:16]([O:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:17])=[C:6]3[C:7]([C:11]([O:13][CH3:14])=[O:12])=[C:8]([CH3:10])[O:9][C:5]3=[CH:4][CH:3]=2)[N:31]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 157900444,6-Dimethoxy-2-methylsulfonyl-1,3,5-triazineHCID 54269833Benzyl 5-hydroxy-2-methyl-3-methoxycarbonylbenzofuran-4-carboxylate

Produkt 1

HCID 54466231Benzyl 5-(4,6-Dimethoxy-1,3,5-triazin-2-yl)oxy-2-methyl-3-methoxycarbonylbenzofuran-4-carboxylateAusbeute 109,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture comprising 2 g of benzyl 5-hydroxy-2-methyl-3-methoxycarbonylbenzofuran-4-carboxylate, 1 g of 4,6-dimethoxy-2-methylsulfonyl-1,3,5-triazine and 1 g of potassium carbonate in 20 ml of N,N-dimethylformamide, was heated and stirred at 70° C. for two hours. The mixture was returned to room temperature, poured into ice water and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous sodium sulfate. Then, it was concentrated under reduced pressure, and the obtained solid was thoroughly washed with ethanol to obtain 2.4 g (yield: 86%) of the desired compound.

Aufarbeitung

  1. temperaturewas heated
  2. customwas returned to room temperature
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationThen, it was concentrated under reduced pressure
  7. washthe obtained solid was thoroughly washed with ethanol

Quellen und Nachweise

ORD-Eintrag
ord-f38a1d885af643f796c93753142abc14
Quelldatensatz
uspto-grants-1998_06
Patentnummer
US05770544

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