Morpholine → HCID 14978394, compound

To (2S)-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propionic acid (29.5 g) was added anhydrous tetrahydrofuran (250 ml). To the mixture was added, with stirring at room temperature, 1,1-carbonyldiimidazole (33.1 g), taking 10 minutes. The mixture was stirred for 30 minutes at room temperature and cooled with ice, to which was added dropwise morpholine (34.8 g) during 15 minutes. The resultant mixture was stirred for 15 minutes on an ice bath, then the reaction mixture was concentrated under reduced pressure. The concentrate was dissolved in dichloromethane (300 ml), which was washed with a saturated aqueous sodium chloride solution (50 ml) and dried over anhydrous magnesium sulfate, followed by distilling off the solvent. The residue was purified by means of a silica gel chromatography (eluent:hexane:ethyl acetate=1:4) to afford N-[(2S)-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propionyl]morpholine (17.5 g).

1. additionTo the mixture was added
2. stirringThe mixture was stirred for 30 minutes at room temperature
3. temperaturecooled with ice, to which
4. concentrationthe reaction mixture was concentrated under reduced pressure
5. dissolutionThe concentrate was dissolved in dichloromethane (300 ml)
6. washwhich was washed with a saturated aqueous sodium chloride solution (50 ml)
7. dry with materialdried over anhydrous magnesium sulfate
8. distillationby distilling off the solvent
9. customThe residue was purified by means of a silica gel chromatography (eluent:hexane:ethyl acetate=1:4)

ORD record

ord-d466d62d94a6424b86f8ae01828275b4

Source dataset

uspto-grants-1995_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05405861