Propargyl bromide → 4-(2-Propyn-1-yl)morpholine

To a solution of 7.3g of morpholine (84 mmol) in 80 mL of THF was slowly added 3-bromo-propyne (5.0 g, 42 mmol). A precipitate formed. The reaction was stirred at room temperature for 1 hour. The reaction mixture was then diluted with 300 mL of ethyl acetate (“EtOAc”), and washed sequentially with 2×200 mL water, and 1×100 mL brine. The organic layer was then dried over MgSO4, and concentrated to yield 4-prop-2-ynyl-morpholine as a light yellow liquid (yield. 50%).

1. customA precipitate formed
2. washwashed sequentially with 2×200 mL water, and 1×100 mL brine
3. dry with materialThe organic layer was then dried over MgSO4
4. concentrationconcentrated
5. customto yield

ORD record

ord-f24808ad9cc146a5b83e3c12a2121c3b

Source dataset

uspto-grants-2004_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06747147B2