Thymol → 5-Methyl-6-phenyl-benzofuran
Reaction equation
[CH3:1][C:2]1[C:3]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:4][C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1.C1(C(C)C)C(O)=CC(C)=CC=1>[Pd]>[CH3:1][C:2]1[C:3]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[CH:4][C:5]2[O:9][CH:8]=[CH:7][C:6]=2[CH:10]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
830 mg of 2,3-Dihydro-5-methyl-6-phenyl-benzofuran and 100 mg of palladium on charcoal are refluxed for 48 hours in 10 ml of freshly distilled p-cymol. After cooling, the mixture is filtered through talc and the filtrate evaporated. The residue is chromatographed on 15 g of Kieselgel. 5-Methyl-6-phenyl-benzofuran is eluted with toluene as a uniformly oily liquid.
Workup
- temperatureAfter cooling
- filtrationthe mixture is filtered through talc
- customthe filtrate evaporated
- customThe residue is chromatographed on 15 g of Kieselgel
- wash5-Methyl-6-phenyl-benzofuran is eluted with toluene as a uniformly oily liquid
Sources & evidence
- ORD record
- ord-67a355f8859546deb5ea877ee89ccfc2
- Source dataset
- uspto-grants-1980_11
- Patent number
- US04232039
Reaction notes
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