Reacción #487722

Ecuación de reacción

hex-5-ynoic acid

EDC hydrochloride

morpholine

→

title compound ( 11 )

Rendimiento 100.0%

1-Morpholinohex-5-yn-1-one

Rendimiento 100.0%

Disolventes

DCM

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   LavadoThe resulting solution was washed with water (3×10 mL), brine (10 mL) and aq hydrochloric acid (2 M, 2×20 mL)
2. 2
   Otrowas then dried
3. 3
   Filtraciónfiltered
4. 4
   Otroevaporated in vacuo

Procedimiento

To a solution of hex-5-ynoic acid (500 mg, 4.46 mmol), DMAP (27 mg, 0.23 mmol) and EDC hydrochloride (940 mg, 4.90 mmol) in DCM (10 mL) was added morpholine (391 μL, 4.46 mmol). The reaction was stirred at RT overnight and then diluted with DCM (50 mL). The resulting solution was washed with water (3×10 mL), brine (10 mL) and aq hydrochloric acid (2 M, 2×20 mL) and was then dried, filtered and evaporated in vacuo to afford the title compound (11) (808 mg, 100%) as a yellow oil: 1H NMR (500 MHz, CDCl3) δ: 3.65-3.71 (4H, m), 3.63 (2H, d), 3.45-3.54 (2H, m), 2.46 (2H, t), 2.26-2.33 (2H, m), 1.98 (1H, t), 1.88 (2H, quin).

Fuente