Ethanol → (2,4-Dimethylthiophen-3-yl)methanol

HRID 904472Notes

Reaction equation

HRID 904472 reaction equation
[BH4-].[Na+].[CH3:3][C:4]1[S:5][CH:6]=[C:7]([CH3:11])[C:8]=1[CH:9]=[O:10].C(O)C>O>[CH3:3][C:4]1[S:5][CH:6]=[C:7]([CH3:11])[C:8]=1[CH2:9][OH:10]

Participants

5

Reactant 3

HCID 702EthanolHCID 4311764Sodium borohydrideHCID 111477702,4-Dimethylthiophene-3-carbaldehyde

Product 1

HCID 12875266(2,4-Dimethylthiophen-3-yl)methanol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.68 G. (18 mmol) of sodium borohydride was added in three portions to a solution of 10.08 g. (72 mmol) of 2,4-dimethylthiophene-3-carboxaldehyde in 120 ml. of ethanol. After 15 min., the reaction mixture was poured into water, extracted with ether, dried and the solvent evaporated. The resulting residue was recrystallized from hexane to yield 2,4-dimethyl-3-hydroxymethylthiophene, m.p. 80°-81° C.

Workup

  1. extractionextracted with ether
  2. customdried
  3. customthe solvent evaporated
  4. customThe resulting residue was recrystallized from hexane

Sources & evidence

ORD record
ord-b7d87ca55c9d4cf4a21bc8b6ee985286
Source dataset
uspto-grants-1980_10
Patent number
US04230872

Reaction notes

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