Sodium borohydride → HCID 19744795, compound

HRID 2254418Notes

Reaction equation

HRID 2254418 reaction equation
[CH2:1]1[O:12][CH:4]([C:5]2[S:6][CH:7]=[C:8]([CH:10]=[O:11])[CH:9]=2)[O:3][CH2:2]1.[BH4-].[Na+]>C(O)C>[CH2:2]1[O:3][CH:4]([C:5]2[S:6][CH:7]=[C:8]([CH2:10][OH:11])[CH:9]=2)[O:12][CH2:1]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 86747106HCID 86747106, compound

Product 1

HCID 19744795HCID 19744795, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

228 m9 of 2,4-thiophenedicarboxaldehyde 2-ethylene acetal was dissolved in 3 ml of ethanol, and 57 mg of sodium borohydride was added. The mixture was stirred for 30 minutes at room temperature. The solvent was evaporated, and water and ethyl ether were added to the residue to extract it. The organic layer was separated, and dried over anhydrous magnesium sulfate. The desiccant was separated, and the solvent was evaporated. The residue was purified by silica gel column chromatography Wakogel C-200, 10 g; eluting solvent: hexane/ethyl acetate =1/1] to give 130 mg of 4-hydroxymethyl-2-thiophenecarboxaldehyde ethylene acetal as a colorless oil.

Workup

  1. customThe solvent was evaporated
  2. additionwater and ethyl ether were added to the residue
  3. extractionto extract it
  4. customThe organic layer was separated
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe desiccant was separated
  7. customthe solvent was evaporated
  8. customThe residue was purified by silica gel column chromatography Wakogel C-200, 10 g

Sources & evidence

ORD record
ord-163395b6ab7844eaad246e57ad2b2783
Source dataset
uspto-grants-1993_08
Patent number
US05234946

Reaction notes

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