Lithium diisopropylamide → HCID 18430916, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of lithium diisopropylamide (2 M, 13.3 ml, 26.7 mmol) in tetrahydrofuran (113 ml) was added the solution of ethyl 2-[2-(4-benzyl-1-piperazinyl)ethyl]-6-iodohexanoate (6.3 g) in tetrahydrofuran (20 ml) at −78° C. After 30 min, the temperature was gradually raised to 0° C. during a period of 30 min. After 15 min at 0° C., the reaction was quenched by adding AcOH (0.230 ml). After the mixture was basified with aq. saturated NaHCO3, then the resulting mixture was extracted with ethyl acetate. The extract was washed with brine, dried over NASO4, filtered and concentrated in vacuo. The residue was purified by column chromatography (SiO2, 200-350 mesh/500 g/hexane:ethyl acetate=2:1) to provide a yellow oil (4.2 g/92%).

Provenance & Evidence