1-Bromo-4-fluorobenzene → HCID 11265628, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2.32 g t-butyl N-{(1S)-2-[methoxy(methyl)amino]-1-methyl-2-oxoethyl}carbamate in tetrahydrofuran was added dropwise under ice-cooling to a tetrahydrofuran solution of Grignard reagent prepared from 5.2 g of 1-bromo-4-fluorobenzene and 1 g magnesium. The mixture was stirred at 5° C. for 2 hours, then poured into an aqueous saturated ammonium chloride solution and extracted with ethyl acetate. The extract was purified by silica gel column, to give 2.6 g of t-butyl N-{(1S)-2-(4-fluorophenyl)-1-methyl-2-oxoethyl]carbamate as colorless oil. This product was treated with 4 N hydrochloric acid/ethyl acetate, to give 1.73 g of the title compound as colorless crystals.

Provenance & Evidence