Potassium Carbonate → HCID 57972811, compound

Participants

Reaction Steps

To a solution of 1-bromo-4-trifluoromethylbenzene (2530 g, 11.24 mole) and (R)-3-aminovaleric acid (659 g, 5.63 mole) in N,N-dimethylformamide (12 liter), were added copper iodide (210 g, 1.10 mole) and potassium carbonate (2330 g, 16.86 mole), and the mixture was sealed under nitrogen atmosphere and stirred at 100° C.-120° C. for about 60 hours. When the reaction was completed, the reaction mixture was concentrated in vacuo at 60° C.-70° C. of the bath temperature, the residue was dissolved in water (6.0 liter) and the solution was adjusted to pH about 5.0 with addition of hydrochloric acid. Ethyl acetate (6.0 liter) was added and the mixture was stirred, filtered and washed with ethyl acetate (2.4 liter). The filtrate was separated and the aqueous layer was extracted with ethyl acetate (3.6 liter). The organic layer was combined and extracted with 25% ammonia water (3.0 liter) and water (3 liter). The aqueous layer was acidified to pH about 5.0 with addition of hydrochloric acid, and extracted with ethyl acetate (6.0 liter). The organic layer was dried over magnesium sulfate (600 g), filtered and washed with ethyl acetate (2.4 liter). The filtrate was concentrated in vacuo at 45° C.-55° C. of the bath temperature, and the titled compound was obtained as an oily residue, which was used in the next step without further purification.

Provenance & Evidence