4-Methyl-5-benzofuranol → HCID 14484951, compound
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
Product 1
Reagents, catalysts & solvents 2
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
- custom(overnight)
- customwas removed by filtration
- washwashed with an additional portion of absolute ethanol (20 mL)
- concentrationThe combined filtrate and washings were concentrated to a white crystalline solid (1.88 g)
- customRecrystallization from toluene
Sources & evidence
- ORD record
- ord-c0c6cdf6956746e9af7996e528de3115
- Source dataset
- uspto-grants-1990_10
- Patent number
- US04966907
Reaction notes
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