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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1671475Generated: November 1, 2026

(6S)-4-benzyl-6-(4-fluorophenyl)morpholin-3-one → (S)-4-Benzyl-2-(4-fluorophenyl)morpholine

https://huagongshe.com/reaction/1671475

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(6S)-4-benzyl-6-(4-fluorophenyl)morpholin-3-oneHCID 15982164—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product(S)-4-Benzyl-2-(4-fluorophenyl)morpholineHCID 1200248898.1%

Reaction Steps

A solution of (6S)-6-(4-fluorophenyl)-4-(benzyl)morpholin-3-one (9.7 g) in tetrahydrofuran (30 ml) was added dropwise over 30 min to lithium aluminum hydride (2.6 g 70 mmol) in tetrahydrofuran (200 ml) at room temperature, and the reaction mixture was refluxed for 3 hrs. The reaction was quenched by addition of water (10.6 ml) and 15% aqueous sodium hydroxide solution (2.6 ml) at 0° C. The reaction mixture was filtered and the filtrate was concentrated to give (2S)-2-(4-fluorophenyl)-4-(benzyl)morpholine (9.05 g, yield 98% for 2 steps) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07994315B2
Source datasetuspto-grants-2011_08
ORD IDord-b7e2e0c848124d019c0c8b1af1918605
Source noteuspto-grants-2011_08