4-Methyl-5-benzofuranol → HCID 14484951, compound

HRID 1089616Notes

Reaction equation

HRID 1089616 reaction equation
[CH3:1][C:2]1[C:7]2[CH:8]=[CH:9][O:10][C:6]=2[CH:5]=[CH:4][C:3]=1[OH:11].[H][H]>C(O)C.[Pd]>[CH3:1][C:2]1[C:7]2[CH2:8][CH2:9][O:10][C:6]=2[CH:5]=[CH:4][C:3]=1[OH:11]

Participants

5

Reactant 2

HCID 144849504-Methyl-5-benzofuranolHCID 178418361HCID 178418361, compound

Product 1

HCID 14484951HCID 14484951, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 35 (1.86 g, 12.6 mmol) in absolute ethanol (50 mL) was hydrogenated over 10% palladium on carbon catalyst (0.10 g) at 3 atmospheres pressure. After the required amount of hydrogen had been taken up (overnight) the catalyst was removed by filtration and washed with an additional portion of absolute ethanol (20 mL). The combined filtrate and washings were concentrated to a white crystalline solid (1.88 g). Recrystallization from toluene gave 36.

Workup

  1. custom(overnight)
  2. customwas removed by filtration
  3. washwashed with an additional portion of absolute ethanol (20 mL)
  4. concentrationThe combined filtrate and washings were concentrated to a white crystalline solid (1.88 g)
  5. customRecrystallization from toluene

Sources & evidence

ORD record
ord-c0c6cdf6956746e9af7996e528de3115
Source dataset
uspto-grants-1990_10
Patent number
US04966907

Reaction notes

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