Potassium Carbonate → Methyl 3-(2-chlorothiophenoxymethyl)-thien-2-ylglyoxylate

HRID 399002Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 399002
C(=O)([O-])[O-].[K+].[K+].[Cl:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[SH:14].Br[CH2:16][C:17]1[CH:21]=[CH:20][S:19][C:18]=1[C:22](=[O:27])[C:23]([O:25][CH3:26])=[O:24]>CC(C)=O>[Cl:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14][CH2:16][C:17]1[CH:21]=[CH:20][S:19][C:18]=1[C:22](=[O:27])[C:23]([O:25][CH3:26])=[O:24]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 80599o-ChlorothiophenolHCID 21843464Methyl 3-bromomethylthien-2-ylglyoxylate

Produkt 1

HCID 131720151Methyl 3-(2-chlorothiophenoxymethyl)-thien-2-ylglyoxylateAusbeute 68,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

2.62 g (19 mmol) of potassium carbonate and 2.74 g (19 mmol) of 2-chlorothiophenol are added to a solution of 5 g (19 mmol) of methyl 3-bromomethylthien-2-ylglyoxylate in 50 ml of acetone, the mixture is stirred for 72 hours at room temperature and filtered and the filtrate is evaporated down. The residue is taken up in methylene chloride, and the solution is washed with Na2CO3 solution, dried and evaporated down. The crude product is recrystallized from methanol. 4.24 g (68%) of the abovementioned compound are obtained.

Aufarbeitung

  1. filtrationfiltered
  2. customthe filtrate is evaporated down
  3. washthe solution is washed with Na2CO3 solution
  4. customdried
  5. customevaporated down
  6. customThe crude product is recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-7f3ae2dee4ff4b578a97979ad01780f5
Quelldatensatz
uspto-grants-1998_10
Patentnummer
US05817682

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