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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1866633Generated: October 31, 2026

Sodium hydride → (5R)-5-Phenylmorpholin-3-one

https://huagongshe.com/reaction/1866633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 66972953HCID 66972953—
SolventTetrahydrofuranHCID 8028—
Product(5R)-5-Phenylmorpholin-3-oneHCID 44195698—

Reaction Steps

To a solution of 2-chloro-N-[(1R)-2-hydroxy-1-phenylethyl]acetamide from Step A (12.0 g, 56 mmol) in THF (750 mL) at 0° C. was added NaH (4.48 g of a 60% dispersion in oil, 112 mmol) in portions over 1 h and the mixture was stirred at ambient temperature for 1 h. Saturated aqueous NH4Cl (100 mL) was added and the mixture was extracted with EtOAc (2×200 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated in vacuo to give the title compound. MS: m/z=178 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07629338B2
Source datasetuspto-grants-2009_12
ORD IDord-67cb0d0109aa4703949f3b6e593a1369
Source noteuspto-grants-2009_12