Hydrochloric Acid → HCID 54209215, compound

HRID 1291599Notes

Reaction equation

HRID 1291599 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-4baa7e756f734a189d32b019d2df53e8
Source dataset
uspto-grants-1998_05
Patent number
US05753692

Reaction notes

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