Benzene → 2H-1-Benzopyran, 8-methoxy-2,2-dimethyl-7-(2-methylpropoxy)-
Reaction equation
[CH2:1]([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH:14]([CH3:16])[CH3:15])=[C:8]([O:17][CH3:18])[C:7]=1[OH:19])[CH:2]=[C:3]([CH3:5])[CH3:4].C1C=CC=CC=1>CCCCCC>[CH2:13]([O:12][C:9]1[C:8]([O:17][CH3:18])=[C:7]2[C:6]([CH:1]=[CH:2][C:3]([CH3:4])([CH3:5])[O:19]2)=[CH:11][CH:10]=1)[CH:14]([CH3:16])[CH3:15]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 5.8 g (22 millimoles) of 2-prenyl-5-isobutoxy-6-methoxy-phenol, a molar equivalent amount of methyl-trialkyl (C8 -C10)-ammonium dichromane and 100 ml of benzene is refluxed for 10 hours. The reaction mixture is diluted with hexane, washed with 20% sodium thiosulfate, the organic phase is dried, evaporated and the residue is purified by column chromatography (see Example 3). Thus 4.6 g of the desired compound are obtained in the form of a colorless oil, yield 80%.