2-Thiophenecarboxaldehyde → HCID 85446738, compound

HRID 846315Notes

Reaction equation

HRID 846315 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=O.[OH-:8].[Na+]>O.O1CCCC1>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=[C:5]1[S:1](=[O:8])[C:2](=[CH:6][C:2]2[S:1][CH:5]=[CH:4][CH:3]=2)[CH:3]=[CH:4]1

Participants

5

Reactant 2

HCID 73642-ThiophenecarboxaldehydeHCID 14798Sodium Hydroxide

Product 1

HCID 85446738HCID 85446738, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

About 30 mmol (3.06 g) of 2,5-dihydrothiopnene-1-oxide (MW=102) (4) and 70 mmol=(7.84 g) (6.5ml) of thiophene-2-aldehyde (MW--112, d=1.2 g/cm3) were added to a solution containing 0.9 g of NaOH in 50 ml of H2O and 12.5 ml of tetrahydrofuran. The mixture was stirred for 2 days. Purification was performed by separation by column chromatography; the reaction mixture was applied to a column of silica gel/diethyl ether. The aldehyde was eluted with ether; the product was eluted with ethyl acetate. When the solvent was stripped off in vacuo, the product precipitated. The precipitate was filtered off with suction and dried.

Workup

  1. customPurification
  2. customwas performed by separation by column chromatography
  3. washThe aldehyde was eluted with ether
  4. washthe product was eluted with ethyl acetate
  5. customthe product precipitated
  6. filtrationThe precipitate was filtered off with suction
  7. customdried

Sources & evidence

ORD record
ord-1fbfe1b5e4d14fdeb8d4e8895503830d
Source dataset
uspto-grants-1992_08
Patent number
US05136049

Reaction notes

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