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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1006331Generated: October 28, 2026

Sodium Hydroxide → HCID 22674567, compound

https://huagongshe.com/reaction/1006331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 86589634HCID 86589634—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22674567HCID 2267456759.8%

Reaction Conditions

Temperature70 °C

Reaction Steps

Lithium aluminum hydride (4.7 g) was added by small portions to a solution of N-benzyl((3S)-4-benzyl-5-oxomorpholin-3-yl)amide (8.0 g) in tetrahydrofuran (50 ml) under nitrogen atmosphere, and the whole was stirred at 70° C. for 15 hours. After being cooled with ice, 2N sodium hydroxide (2 ml) was added to the mixture under nitrogen atmosphere. The resulting precipitates were filtered off and washed with tetrahydrofuran, and the filtrate and the washings were combined and evaporated under reduced pressure to give a crude oil. The oil was purified by column chromatography on silica gel using a mixed solvent of dichloromethane and methanol (9:1). The fractions containing the objective compound were collected, evaporated under reduced pressure to give an oil of N-benzyl[(4-benzylmorpholin-3-yl)methyl]amine (2.4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06787543B2
Source datasetuspto-grants-2004_09
ORD IDord-5b5cb2b465da4c04b7b4ef014c6e4897
Source noteuspto-grants-2004_09