3-(4-Methylpent-3-enyl)thiophene → HCID 13220121, compound

HRID 1614141Notes

Reaction equation

HRID 1614141 reaction equation
[CH3:1][C:2]([CH3:11])=[CH:3][CH2:4][CH2:5][C:6]1[CH:10]=[CH:9][S:8][CH:7]=1>C(O)C.[Pd]>[CH3:1][CH:2]([CH3:11])[CH2:3][CH2:4][CH2:5][C:6]1[CH:10]=[CH:9][S:8][CH:7]=1

Participants

4

Reactant 1

HCID 5661073-(4-Methylpent-3-enyl)thiophene

Product 1

HCID 13220121HCID 13220121, compoundYield 66%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To 12 g of freshly distilled 3-(4-methyl-pent-3-enyl)-thiophene dissolved in 150 ml ethanol was added 1 g of 5% Pd/C hydrogenation catalyst. The mixture was hydrogenated at atmospheric pressure in 72 hours. The catalyst was filtered of, the solvent evaporated and the residue distilled, yielding 8 g (66%) 3-(4-methylpentyl)-thiophene. Boiling point: 65°-66° C./0.13 kPa. nD20 =1.4962.

Workup

  1. filtrationThe catalyst was filtered of, the solvent
  2. customevaporated
  3. distillationthe residue distilled

Sources & evidence

ORD record
ord-6bb8e6e320f84fc0a5a81164e7993e3e
Source dataset
uspto-grants-1993_03
Patent number
US05196224

Reaction notes

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