Styrene Oxide → HCID 178477571, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 100 mg (0.23 mmol) of trans cyclopropylmethyl-[4-(2,2,2-trifluoro-1-triethylsilanyloxy-1-trifluoromethyl-ethyl)-cyclohexyl]-amine (example 24.2) in 0.5 mL of acetonitrile was treated with 41 mg (0.38 mmol) of lithiumperchlorate and 46 mg (0.38 mmol) of (rac) phenylethylenoxide. The mixture was stirred in a sealed tube at 80° C. for 6 hrs and distributed between a saturated aqueous solution of NH4Cl and Et2O. Drying of the combined organic phases over Na2SO4, evaporation of the solvent and column chromatography on silica gel with heptane/EtOAc 1:1 gave 52 mg (49%) of (rac) trans 2-{cyclopropylmethyl-[4-(2,2,2-trifluoro-1-triethylsilanyloxy-1-trifluoromethyl-ethyl)-cyclohexyl]-amino}-1-phenyl-ethanol as a colorless oil, MS: 554 (M+H)+.

Provenance & Evidence