Phenol → HCID 58031844, compound

Participants

Reaction Steps

100 mg of methyl 3-[4-(1-hydroxymethylcyclopropylmethoxy)phenyl]hex-4-ynoate were dissolved in 10 ml of DCM and used to charge a microwave vessel, then 46.7 mg of phenol and 130 mg of triphenylphosphine (polymer-bound, Reagentplus 99%) were added, and the mixture was stirred for 10 min to swell the resin. Subsequently, 98 μl of diisopropyl azodicarboxylate were added and the mixture was stirred at 120° C. under microwave irradiation for 15 min. The cooled reaction mixture was filtered and the filtercake was washed 3× with 10 ml each time of DCM. The combined filtrates were washed with 30 ml of water, then dried using a ChemElut cartridge and concentrated under reduced pressure. The residue was purified by means of RP-HPLC. This gave 68 mg of methyl 3-[4-(1-phenoxymethylcyclopropylmethoxy)phenyl]hex-4-ynoate.

Provenance & Evidence