Morpholine → 2-Bromo-1-(morpholin-4-yl)ethan-1-one

Bromoacetyl bromide (6.0 mL, 68.9 mmol) was dissolved in 30 mL of ether. Morpholine (7.0 mL, 80.3 mmol) was added dropwise to the above solution at −78° C. The reaction mixture was warmed to room temperature in 30 min. The resulting white solid was removed by filtration and washed with ether. The filtrate was washed with saturated sodium bicarbonate (20 mL×2). The combined aqueous phase was extracted with ether (20 mL×4). The combined organic extracts were washed with brine and dried over sodium sulfate. The solvent was removed in vacuo to give N-bromoacetyl-morpholine (3.73 g, 45%) as a clear oil.

1. customThe resulting white solid was removed by filtration
2. washwashed with ether
3. washThe filtrate was washed with saturated sodium bicarbonate (20 mL×2)
4. extractionThe combined aqueous phase was extracted with ether (20 mL×4)
5. washThe combined organic extracts were washed with brine
6. dry with materialdried over sodium sulfate
7. customThe solvent was removed in vacuo

ORD record

ord-31900f8da4cd407aa7a8e4319587aabb

Source dataset

uspto-grants-2005_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06878706B1