Dimethylformamide → HCID 58739156, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (S)-1-(3-bromo-phenyl)-ethyl]-carbamic acid tert-butyl ester (2 g, 6.66 mmol) in THF (20 mL) at −78° C. was added methyllithium (4.72 mL, 1.4M in Et2O, 6.66 mmol), and the reaction mixture was stirred at −78° C. for 5 min. tert-Butyllithium (7.76 mL, 1.7 M in pentane, 13.32 mmol) was added, and the reaction mixture was stirred at −78° C. for 15 min. Dimethylformamide (1.7 mL, 13.32 mmol) was added rapidly, and the reaction mixture was warmed slowly to room temperature over a period of 1 h. NH4Cl (sat.) (100 mL) was added, the resulting mixture was extracted with ethyl acetate (3×100 mL), and the organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated in vacuo, and the filtrated was evaporated in vacuo to give the title compound (1.6 g, 96% yield) as yellow crystals.

Provenance & Evidence