Diethyl Ether → Methyl 2-benzyl-3-benzyloxy-3-[(4-morpholinyl)carbonyl]propionate

Temperature

-78 °C

A -78° C. solution of N-(benzyloxyacetyl)morpholine (1 g, 8.5 mmol) in THF (25 mL) was treated with potassium bis(trimethylsilyl)amide (17 mL of a 0.5M solution). After stirring for 10 min at -78° C., a solution of methyl 2-bromo-3-phenylpropionate (8.5 mmol) in THF (5 mL) was added dropwise. Stirring at -78° C. for 30 min was followed by warming to 0° C. The reaction was then distributed between ether and brine solution. The organic layer was washed with brine and dried over MgSO4. Evaporation and flash chromatography on silica gel gave the desired product in 63% yield.

1. stirringStirring at -78° C. for 30 min
2. temperatureby warming to 0° C
3. washThe organic layer was washed with brine
4. dry with materialdried over MgSO4
5. customEvaporation and flash chromatography on silica gel

ORD record

ord-1e61a12e83924361897c6fd76de04356

Source dataset

uspto-grants-1993_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05214129