2-Methyl-4-phenyl-2-butanol has a floral green, fruity, linalool
character with a mildly herbaceous odor. May be prepared by
reaction of phenylethyl magnesium chloride with acetone.
2-METHYL-4-PHENYL-2-BUTANOL is a colorless
liquid with a dry, floral, lily-like odor. It has been identified in cocoa aroma
and is prepared by a Grignard reaction of benzylacetone and methyl magnesium
chloride. It is used in blossom compositions.
2-Methyl-4-phenyl-2-butanol has a floral, green, fruity, linalool character and mildly herbaceous odor.
Has apparently not been reported to occur in nature.
2-Phenethyl-2-propanol is a useful reagent in preparation of phenyldimethylsilyl group as a masked hydroxy group.
By reaction of phenylethyl magnesium chloride with acetone
Aroma characteristics at 1.0%: clean, fresh, floral reminiscent of rose and violet
Taste characteristics at 10–40 ppm: floral, rosy, oily with a slight fruity nuance
Moderately toxic by ingestion andskin contact. When heated to decomposition it emits acridsmoke and irritating fumes.
2-methyl-4-phenylbutan-2-ol can be synthesized as follows: Add methylmagnesium bromide (4.0 mL, 3.0 M in diethyl ether, 1.2 equiv.) dropwise to a solution of 4-phenylbutan-2-one (1.5 mL, 10.0 mmol, 1.0 equiv.) in anhydrous THF (20 mL, 0.5 M) at -78°C; Warm the reaction mixture to room temperature; Stir the reaction mixture overnight; Quench the reaction with NH4Cl (10 mL, saturated); Extract the mixture with EtOAc (3 x 30 mL); Wash the combined organic layers with brine (20 mL); Dry the combined organic layers over MgSO4; Filter the mixture; Evaporate the mixture; Purify the crude by column chromatography on silica gel eluting with hexane-EtOAc to obtain 2-methyl-4-phenylbutan-2-ol.
