Water → (R)-tert-butyl 2-((S)-(3-chlorophenyl)(hydroxy)methyl)morpholine-4-carboxylate

To a solution of (R)-tert-butyl 2-(3-chlorobenzoyl)morpholine-4-carboxylate (5.5 g, 16.9 mmol) in MeOH (50 mL), NaBH4 (5.14 g, 135 mmol) was added in portions. The mixture was stirred overnight and water (50 mL) was added, The mixture was concentrated in vacuo until MeOH was removed. The aqueous residue was extracted with EtOAc. The organic extracts were washed with brine and dried over Na2SO4. The crude product was purified by chromatography to afford (R)-tert-butyl 2-((S)-(3-chlorophenyl)(hydroxy)methyl)morpholine-4-carboxylate (4.3 g, 78%)

1. concentrationThe mixture was concentrated in vacuo until MeOH
2. customwas removed
3. extractionThe aqueous residue was extracted with EtOAc
4. washThe organic extracts were washed with brine
5. dry with materialdried over Na2SO4
6. customThe crude product was purified by chromatography

ORD-Eintrag

ord-b9f52ef1299d4cc48d946df0897e11f7

Quelldatensatz

uspto-grants-2011_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07872028B2