Water → HCID 18920444, compound

HRID 1901763Notes

Reaction equation

HRID 1901763 reaction equation
[CH:1]([C:3]1[S:7][C:6]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)=[CH:5][CH:4]=1)=[O:2].O.[C:14](OCC)(=O)[CH3:15]>C1COCC1>[OH:2][CH:1]([C:3]1[S:7][C:6]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)=[CH:5][CH:4]=1)[CH2:14][CH3:15]

Participants

5

Reactant 3

HCID 962WaterHCID 8857Ethyl AcetateHCID 364428[2,2'-Bithiophene]-5-carboxaldehyde

Product 1

HCID 18920444HCID 18920444, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5-Formyl-2,2'-bithiophene (3 g) was dissolved in THF (50 ml) and ethyl-magnesium bromide Grignard reagent (9.3 ml) was added dropwisely under nitrogen gas atmosphere in ice bath and stirred for 1 hour. The mixture was stirred for 1 hr. and then continuously stirred at room temperature. The reaction was monitored by thin layer chromatography. After the reaction was completed, water (30 ml) and ethyl acetate (200 ml) were added to the mixture and extracted and purified by column chromatography, eluted with ethyl acetate/n-hexane (1/9). Light yellowish product was thus obtained.

Workup

  1. stirringThe mixture was stirred for 1 hr
  2. stirringand then continuously stirred at room temperature
  3. extractionextracted
  4. custompurified by column chromatography
  5. washeluted with ethyl acetate/n-hexane (1/9)
  6. customLight yellowish product was thus obtained

Sources & evidence

ORD record
ord-3150f34cbf86484c95852033d4192d9b
Source dataset
uspto-grants-1996_11
Patent number
US05578636

Reaction notes

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