反应详情

To a solution of ethyl 4-(3-cyano-2,3,4,5-tetrahydrooxepin-3-yl)piperazine-1-carboxylate (320 mg, 1.146 mmole) in dry THF (5 ml) was added LAH (1.75 ml, 3.50 mmole) at 0° C. After 30 min the mixture was warmed to RT. After 16 hr the mixture was cooled to 0° C. and slowly quenched with 2M NaOH until gas evolution had ceased and a fine white precipitate formed. Anhydrous Na2SO4 was added and the mixture stirred for 15 min. The slurry was filtered through a pad of Celite washing with THF. The filtrate was concentrated to give the title compound as a clear oil (250 mg, 97%) which was used in the next step without purification. 1H-NMR (CDCl3, 500 MHz) d 6.23 (d, J=6.83 Hz, 1 H), 4.60 (m, 1 H), 4.11 (dd AB, J=12.46 and 58.83 Hz, 2 H), 2.77 (s, 2 H), 2.70 (m, 4 H), 2.43 (m, 4 H), 2.27 (s, 3 H), 2.13 (m, 4 H).

1. temperatureAfter 16 hr the mixture was cooled to 0° C.
2. customslowly quenched with 2M NaOH until gas evolution
3. customa fine white precipitate formed
4. filtrationThe slurry was filtered through a pad of Celite
5. washwashing with THF
6. concentrationThe filtrate was concentrated