Reaction #3435152
Related Literature (1)
openreactiondata ↗doi:10.6084/m9.figshare.5104873.v1; patent:US08557983B2
Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a vigorous stirring solution of benzyl (4-oxocyclohexyl)methylcarbamate (1 g) in tetrahydrofuran (20 mL) at −78° C. was slowly added 1 M ethylmagnesium bromide (11.48 mL) in ether. After completion of the addition, the mixture was stirred at −78° C. for 2 hours and then was warmed to 0° C., and stirred in an ice bath for 30 minutes. The reaction was quenched with a cold NH4Cl aqueous solution. The precipitates were filtered off and washed with ethyl acetate. The filtrate was concentrated. The residue was dissolved in dichloromethane, loaded onto an Analogix purification system, and eluted with 0-50% ethyl acetate in dichloromethane to provide the title compound. at −78° C. After completion of the addition was warmed to 0° C. stirred in an ice bath for 30 minutes The reaction was quenched with a cold NH4Cl aqueous solution The precipitates were filtered off washed with ethyl acetate The filtrate was concentrated The residue was dissolved in dichloromethane loaded onto an Analogix purification system eluted with 0-50% ethyl acetate in dichloromethane
Source ID: ord-f5d8a7d568624fbebd096db55111f953