2-Octyl-1-benzofuran → 2-Octylcoumaran

HRID 3062Notes

Reaction equation

HRID 3062 reaction equation
[CH2:1]([C:9]1[O:10][C:11]2[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=2[CH:13]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]>C(O)C.[C].[Pd]>[CH2:1]([CH:9]1[CH2:13][C:12]2[C:11](=[CH:17][CH:16]=[CH:15][CH:14]=2)[O:10]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 1

HCID 37871882-Octyl-1-benzofuran

Product 1

HCID 189343122-OctylcoumaranYield 94.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

Then, 44 g of 2-octylbenzofuran was dissolved in 440 ml of ethanol. To the solution 35 g of 10%-palladium-carbon was added to effect catalytic reduction for 3 hours sunder normal pressure. After the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to obtain a residue. The residue was purified by silica gel column chromatography (eluent:hexane) to obtain 42 g of liquid 2-octylcoumaran (Yield: 94.6%).

Workup

  1. customfor 3 hours
  2. customAfter the reaction
  3. customthe catalyst was removed by filtration
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customto obtain a residue
  6. customThe residue was purified by silica gel column chromatography (eluent:hexane)

Sources & evidence

ORD record
ord-f28ffd070d2241e988f52b5c36d20b5d
Source dataset
uspto-grants-1998_03
Patent number
US05733476

Reaction notes

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