Sodium borohydride → HCID 20285713, compound

HRID 460987Notes

Reaction equation

HRID 460987 reaction equation
[CH3:1][C:2]1[S:3][C:4]([S:10][CH3:11])=[C:5]([CH3:9])[C:6]=1[CH:7]=[O:8].[BH4-].[Na+]>C(O)C>[CH3:1][C:2]1[S:3][C:4]([S:10][CH3:11])=[C:5]([CH3:9])[C:6]=1[CH2:7][OH:8]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 20285662HCID 20285662, compound

Product 1

HCID 20285713HCID 20285713, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
20 °C

Procedure

15.0 G. of 2,4-dimethyl-5-(methylthio)thiophene-3-carboxaldehyde was dissolved in 150 m. fo dry ethanol with stirring at 20° C. 0.8 G. of sodium borohydride was added and the mixture was stirred for 30 minutes, then poured into ice water and extracted with ethyl ether. The combined ether extracts were washed with a solution of 5% sodium carbonate and saturated sodium chloride solution, dried over sodium sulfate, filtered, and evaporated to yield 2,4-dimethyl-3-hydroxymethyl-5-(methylthio)thiophene.

Workup

  1. stirringthe mixture was stirred for 30 minutes
  2. extractionextracted with ethyl ether
  3. washThe combined ether extracts were washed with a solution of 5% sodium carbonate and saturated sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-cc34fc2796c54bca97318632289101bb
Source dataset
uspto-grants-1977_12
Patent number
US04061656

Reaction notes

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