Ammonium Chloride → HCID 178477574, compound

Participants

Reaction Steps

A solution of 930 mg (1.73 mmol) of trans benzyl-[4-(2,2,2-trifluoro-1-triethylsilanyloxy-1-trifluoromethyl-ethyl)-cyclohexyl]-amine (example 3.1) in 2 mL of CH2Cl2 was treated with 0.6 mL (3.5 mmol) of DIPEA and 0.23 mL (2.56 mmol) of cyclopropylcarbonylchloride. The mixture was stirred at RT overnight and distributed between a saturated aqueous solution of NH4Cl and Et2O. The combined organic phases were dried over Na2SO4, and the solvent was evaporated. The crude material obtained was dissolved in 10 mL of THF, treated with 3.46 mL of a 1M BH3-solution in THF and refluxed for 6 hrs. Distribution between a diluted aqueous solution of NaOH and Et2O, drying of the combined organic phases over Na2SO4 and evaporation of the solvent gave 1 g of crude trans benzyl-cyclopropylmethyl-[4-(2,2,2-trifluoro-1-triethylsilanyloxy-1-trifluoromethyl-ethyl)-cyclohexyl]-amine as a yellow oil, MS: 524 (M+H)+.

Provenance & Evidence