O-Cresol → 3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro2-naphthol

反応式

Cl[C:2]([CH3:10])([CH2:4][CH2:5][C:6](Cl)([CH3:8])[CH3:7])[CH3:3].[CH3:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[OH:18].[Cl-].[Al+3].[Cl-].[Cl-]>ClCCl>[CH3:11][C:12]1[C:13]([OH:18])=[CH:14][C:15]2[C:2]([CH3:10])([CH3:3])[CH2:4][CH2:5][C:6]([CH3:8])([CH3:7])[C:16]=2[CH:17]=1

参加物

実験手順

50.8 g (0.27 mol) of 2,5-dichloro-2,5-dimethylhexane, 30 g (0.27 mol) of 2-methylphenol and 500 ml of dichloromethane are introduced into a three-necked flask. 14.8 g (0.11 mol) of aluminium chloride are added portionwise, at 0° C., and the mixture is stirred at room temperature for twelve hours. The reaction medium is poured into ice-cold water, the mixture is extracted with dichloromethane and the organic phase is separated out after settling has taken place, washed with bicarbonate solution, dried over magnesium sulphate and evaporated. The residue obtained is triturated in hexane and filtered off and, after drying, 54.4 g (90%) of the expected phenol, with a melting point of 125-6° C., are collected.