Dimedone → 5-(4,6-Dimethoxypyrimidin-2-yl)oxy-3-ethylthiocarbonyl-2-methylbenzofuran-4-carboxylic Acid

HRID 52007

Reaktionsgleichung

Reaktionsgleichung von HRID 52007
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[C:25]([C:26]([O:28]CC=C)=[O:27])=[C:16]3[C:17]([C:21]([CH2:23][CH3:24])=[S:22])=[C:18]([CH3:20])[O:19][C:15]3=[CH:14][CH:13]=2)[N:4]=1.CC1(C)CC(=O)CC(=O)C1>O1CCCC1>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[C:25]([C:26]([OH:28])=[O:27])=[C:16]3[C:17]([C:21]([CH2:23][CH3:24])=[S:22])=[C:18]([CH3:20])[O:19][C:15]3=[CH:14][CH:13]=2)[N:4]=1

Komponenten

4

Edukt 2

HCID 31358DimedoneHCID 53832981Allyl 5-(4,6-dimethoxypyrimidin-2-yl)oxy-3-ethylthiocarbonyl-2-methylbenzofuran-4-carboxylate

Produkt 1

HCID 544680195-(4,6-Dimethoxypyrimidin-2-yl)oxy-3-ethylthiocarbonyl-2-methylbenzofuran-4-carboxylic AcidAusbeute 91,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

1.60 g of allyl 5-(4,6-dimethoxypyrimidin-2-yl)oxy-3-ethylthiocarbonyl-2-methylbenzofuran-4-carboxylate and 0.54 g of dimedone were dissolved in 14 ml of tetrahydrofuran, and 40 mg of tetrakistriphenylphosphine palladium (0) was added thereto under a nitrogen atmosphere. The mixture was stirred at room temperature for 3 hours. The reaction solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=2/1) to obtain 1.33 g (yield: 91%) of the desired compound.

Aufarbeitung

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=2/1)

Quellen und Nachweise

ORD-Eintrag
ord-20301908661145a2bcc9f8c17eecf4a7
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05616537

Verknüpfte Notizen

Wird geladen…