Hydrochloric Acid → HCID 54209215, compound

HRID 1450628Notes

Reaction equation

HRID 1450628 reaction equation
[CH:1]([C:3]1[S:7][C:6]([C:8]2[S:9][C:10]([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)=[CH:11][CH:12]=2)=[CH:5][CH:4]=1)=O.[C:18]([OH:23])(=[O:22])[C:19]([CH3:21])=[O:20].[OH-].[Na+].Cl>C(O)C.O>[C:18]([C:19](=[O:20])[CH:21]=[CH:1][C:3]1[S:7][C:6]([C:8]2[S:9][C:10]([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)=[CH:11][CH:12]=2)=[CH:5][CH:4]=1)([OH:23])=[O:22]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 1060Pyruvic AcidHCID 14798Sodium HydroxideHCID 454742(2,2':5',2''-Terthiophene)-5-carboxaldehyde

Product 1

HCID 54209215HCID 54209215, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

0.5 g of 5-formyl-2,2':5',2"-terthiophene was dissolved in 40 ml of ethanol, followed by dropping in 3 ml of water containing 0.3 g of pyruvic acid salt and stirring for 10 minutes. 1 ml of 50% NaOH solution was dropped into the solution and stirred overnight. The reaction solution was acidified by diluted HCl and extracted with 100 ml of ethyl acetate. The extract was treated in situ and separated by column chromatography. Unreactive materials were eluted by ethyl acetate/n-hexane (1/9). The black solid product was eluted by ethyl acetate.

Workup

  1. stirringstirred overnight
  2. extractionextracted with 100 ml of ethyl acetate
  3. additionThe extract was treated in situ
  4. customseparated by column chromatography
  5. washUnreactive materials were eluted by ethyl acetate/n-hexane (1/9)
  6. washThe black solid product was eluted by ethyl acetate

Sources & evidence

ORD record
ord-db8f7132f0cf4654ab19647bff60d98a
Source dataset
uspto-grants-1997_02
Patent number
US05602170

Reaction notes

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