Tetralin → 2,3-dihydro-2,4-dimethyl-3-phenyl-6-(1-buten-3-yl)-7-hydroxy-1H-inden-1-one
Reaction equation
[CH3:1][CH:2]1[CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:9]2[C:4](=[C:5]([O:19]CC=CC)[CH:6]=[CH:7][C:8]2([CH3:18])C)[C:3]1=[O:24].[CH2:25]1[C:34]2C(=CC=CC=2)C[CH2:27][CH2:26]1>>[CH3:1][CH:2]1[CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:9]2[C:4](=[C:5]([OH:19])[C:6]([CH:26]([CH3:27])[CH:25]=[CH2:34])=[CH:7][C:8]=2[CH3:18])[C:3]1=[O:24]Participants
3
Procedure
11 Grams of 2,3-dihydro-2,4-dimethyl-3-phenyl-4-methyl-7-crotyloxy-1H-inden-1-one was added to 55 ml of tetrahydronaphthalene and the mixture was heated and refluxed for 6 hours with stirring condition. After the reaction was completed, the reaction mixture was concentrated by removal of the solvent, and the residue thus obtained was purified by means of a silica gel column chromatography. 11.2 Grams of 2,3-dihydro-2, 4-dimethyl-3-phenyl-6-(1-buten-3-yl)-7-hydroxy-1H-inden-1-one was obtained as cis-trans mixture. Yellow oily substance.
Workup
- temperature