Trifluoroacetic acid → HCID 86593734, compound

Participants

Reaction Steps

20 (0.30 g, 0.48 mmol) was dissolved in 20 mL aqueous ethanol (90%). 93 mg (0.101 mmol) Wilkinson catalyst and 50 μL diisopropylethyl amine were added and the mixture was heated to reflux for 12 hours. After cooling to room temperature 30 μL triflouro acetic acid was added and the solution was allowed to stir for 12 days by when the starting material had disappeared. The solution was dried in high vacuum and the residue was dissolved in t-butylmethyl ether and washed with 0.5 M phosphate buffer pH=7 and brine. The organic phase was filtered after being dried over Na2SO4 and the filtrate was dried under reduced pressure. Further purification was accomplished by preparative HPLC (89% MeOH, 40 m/min, tRet=21.40 min) to give 220 mg of 21 (0.38 mmol, 78.4% yield) as a colorless oil.

Provenance & Evidence