1,2-Dichloroethane → HCID 56924314, compound

Participants

Reaction Steps

Boc-Ala-OH (14.24 g, 75.3 mmol), HOBT (1.35 g, 10 mmol), EDC (17.3 g, 90.4 mmol) and 2,2,2-trifluoroethylamine hydrochloride (10.2 g, 75.3 mmol) were dissolved in DMF (100 mL) using a water bath to maintain temperature. After the solids dissolved, triethylamine (20 mL, 150 mmol) was added and the resulting heterogeneous mixture stirred at room temperature overnight. The mixture was poured into ethylacetate (350 mL), washed with 1N HCl and brine then dried over Na2SO4. The solvent was removed under reduced pressure and the resulting oil dissolved in methanol (50 mL) and 2M HCl in ether (95 mL) then heated at 50° C. for 0.5 hours. The solvent was removed and the residue dried at 45° C. under vacuum to afford 12.2 g (78% yield) of the title compound (FF) as a white solid. FIA for C5H9F3N2O: 170.9 ES+.

Provenance & Evidence