Hydrochloric Acid → 3,4-Dihydroxy-thiophene-2,5-dicarboxylic acid diethyl ester

HRID 984760

Reaktionsgleichung

Reaktionsgleichung von HRID 984760
[C:1](OCC)(=[O:7])[C:2](OCC)=[O:3].[CH2:11]([O:13][C:14](=[O:21])[CH2:15][S:16][CH2:17][C:18]([O-:20])=[O:19])[CH3:12].O.Cl.[CH3:24][CH2:25]O>>[C:18]([C:17]1[S:16][C:15]([C:14]([O:13][CH2:11][CH3:12])=[O:21])=[C:1]([OH:7])[C:2]=1[OH:3])([O:20][CH2:24][CH3:25])=[O:19]

Komponenten

6

Edukt 5

HCID 313Hydrochloric AcidHCID 702EthanolHCID 962WaterHCID 7268Diethyl OxalateHCID 86604148Thiobisacetate ethyl ester

Produkt 1

HCID 2455033,4-Dihydroxy-thiophene-2,5-dicarboxylic acid diethyl ester

Versuchsvorschrift

Diethyl oxalate (6.58 g. 45 mmol) was added to 2.2° thiobisacetate ethyl ester (4.66 g. 23 mmol) to produce a yellow-orange solution. A solution of Na (1.56 g, 68 mmol) in EtOH (24 mL) was added to produce a white/yellow precipitate, this was mixed well for 10 minutes. H2O (50 mL) was added to the reaction mass with cooling in an ice bath. Concentrated HCl was added dropwise until acidified. This was allowed to stand in the refrigerator for 12 days. At this point a cold filtration was done to isolate a white solid.

Aufarbeitung

  1. customto produce a yellow-orange solution
  2. customto produce a white/yellow precipitate
  3. additionthis was mixed well for 10 minutes
  4. temperaturewith cooling in an ice bath
  5. filtrationAt this point a cold filtration
  6. customto isolate a white solid

Quellen und Nachweise

ORD-Eintrag
ord-51a03ac9c6464e8e91808ce3614aae87
Quelldatensatz
uspto-grants-2005_03
Patentnummer
US06869729B1

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