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

HRID 1376513Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1376513
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-7aa8b7a36ab6405499c920a46d635373
Quelldatensatz
uspto-grants-1997_09
Patentnummer
US05663185

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