Potassium Carbonate → Benzyl 2-(2-(methylcarbamoyl)morpholino)acetate

tert-butyl 2-(methylcarbamoyl)morpholine-4-carboxylate prepared above (0.5 g, 0.20 mmol) was dissolved in DCM (10 mL) and TFA (2 mL). The reaction mixture was stirred at room temperature for 4 h and then concentrated; excess 1N HCl solution in ether was added to the residue and concentrated under high vacuum. The residue was dissolved in acetonitrile (20 mL) and K2CO3 (0.56 g, 40.8 mmol) was added followed by bromo-acetic acid benzyl ester (0.7 g, 3.07 mmol). The reaction mixture was heated at 60° C. overnight. The solution was cooled to room temperature and diluted with Ethyl acetate (50 mL) and water (50 mL), organic layer was separated, dried (MgSO4) and concentrated to give an oil which was purified by column chromatography using ethyl acetate-hexanes (1:1) to give benzyl 2-(2-(methylcarbamoyl)morpholino)acetate. MS (APCI) 293 (M+).

1. concentrationconcentrated
2. additionexcess 1N HCl solution in ether was added to the residue
3. concentrationconcentrated under high vacuum
4. dissolutionThe residue was dissolved in acetonitrile (20 mL)
5. temperatureThe reaction mixture was heated at 60° C. overnight
6. temperatureThe solution was cooled to room temperature
7. customwas separated
8. dry with materialdried (MgSO4)
9. concentrationconcentrated
10. customto give an oil which
11. customwas purified by column chromatography

ORDレコード

ord-f0ce767ba1e9435bbb4f8676414f6827

出典データセット

uspto-grants-2012_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08252793B2