3 1 butyl piperidin 4 yl phenol and methanesulfonyl chloride ms m z rel intensity 70 ev 311 m 3 268 bp 189 20 131 18 79 12 beginning with 3 4 propyl piperazin 1 yl phenol and methanesulfonyl chloride m p 143 144 u00b0 c fumarate ms m z rel intensity 70 ev 298 m 35 269 95 121 25 84 30 70 bp beginning with 3 1 propyl piperidin 4 yl phenol and triflic anhydride ms m z rel intensity 70 ev 351 m 4 322 65 189 30 131 20 69 bp beginning with 3 1 ethyl piperidin 4 yl phenol and triflic anhydride ms m z rel intensity 70 ev 337 m 4 322 65 189 30 131 20 69 bp to a stirred solution of trifluoro methanesulfonic acid 3 1 propyl piperidin 4 yl phenyl ester 300 mg in dmf 4 ml under argon atm at r t was subsequently added net 3 356 u03bcl butyl vinyl ether 823 u03bcl 1 3 bis diphenylphosphino propane 50 mg and pd oac 2 19 mg the reaction mixture was then heated to 80 u00b0 c and after 2 h the reaction was stopped 5 hydrochloric acid solution 6 ml was added and the combined mixture stirred for 45 min then ch 2 cl 2 was added and the phases were separated the aqueous layer was then extracted with ch 2 cl 2 the combined organic phases were dried mgso 4 filtered and evaporated to dryness the crude product was purified by flash chromatography meoh ch.