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

HRID 460978Notes

Reaction equation

HRID 460978 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-789808508e4648deaddf676c40b55dd7
Source dataset
uspto-grants-1977_12
Patent number
US04061656

Reaction notes

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