HCID 20260583, compound → 6-(Thiophen-3-yl)hexan-1-ol

HRID 1583430Notes

Reaction equation

HRID 1583430 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([C:6]#[C:7][CH2:8][CH2:9][CH2:10][CH2:11][OH:12])=[CH:2]1>C(O)C.[Pd]>[S:1]1[CH:5]=[CH:4][C:3]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][OH:12])=[CH:2]1

Participants

4

Reactant 1

HCID 20260583HCID 20260583, compound

Product 1

HCID 135575466-(Thiophen-3-yl)hexan-1-olYield 80.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-Thiophenehexanol was prepared by reduction of 8.4 g of 6-(3-thiophenyl)-5-hexyn-1-ol, in 100 ml of ethanol over 1.0 g of 10% palladium/carbon at atmospheric pressure. After 8 hours a second catalyst loading was added and the reduction continued over night. The residue obtained after filtration and evaporation of the solvent was evaporatively distilled to give 6.9 g (80%) of 3-thiophenehexanol, bp 135°-147° C./0.2 mm.

Workup

  1. additionAfter 8 hours a second catalyst loading was added
  2. waitthe reduction continued over night
  3. customThe residue obtained
  4. filtrationafter filtration and evaporation of the solvent
  5. distillationwas evaporatively distilled

Sources & evidence

ORD record
ord-112c6df4316543c49c4ddb14d4638aa9
Source dataset
uspto-grants-1985_11
Patent number
US04551460

Reaction notes

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