1-Bromo-3-chloropropane → 4-(3-Chloropropyl)morpholine

Temperature

45 °C

A solution of 1-chloro-3-bromopropane in dry tetrahydrofuran (2 mL) was added to a cold suspension of morpholine (200 mg, 2.29 mmol) and sodium carbonate (0.63 g, 4.56 mmol) in dry tetrahydrofuran (8 mL). at 0° C. The mixture was stirred at 45° C. overnight. The mixture was allowed to cool to rt, filtered and evaporated to dryness. Purification of the residue by silica gel column chromatography, eluting with a mixture of ethyl acetate and n-heptane (70:30), afforded 3-chloro-1-morpholin-4-yl-propane (156 mg, 42%).

1. customat 0° C
2. temperatureto cool to rt
3. filtrationfiltered
4. customevaporated to dryness
5. customPurification of the residue by silica gel column chromatography
6. washeluting with a mixture of ethyl acetate and n-heptane (70:30)

ORD record

ord-b5df24a5c5264a4987dd58c154d7e715

Source dataset

uspto-grants-2007_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07253186B2