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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1608207Generated: October 30, 2026

Sodium Hydroxide → (4-Benzylmorpholin-2-yl)methanamine

https://huagongshe.com/reaction/1608207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantHCID 19848617HCID 19848617—
ReactantSodium bis(2-methoxyethoxy)aluminiumhydrideHCID 21584525—
SolventTolueneHCID 1140—
Product(4-Benzylmorpholin-2-yl)methanamineHCID 2776360—

Reaction Conditions

Temperature-5 °C

Reaction Steps

A solution of 2-azidomethyl-4-benzylmorpholine (15 g) in toluene (40 ml) is added dropwise to a stirred solution of 70% sodium bis(2-methoxyethoxy)aluminum hydride in toluene (60 ml) cooled to -5° C. The reaction mixture is stirred at 25° C. for 1.5 hours and cooled to 10° C., and the excess of the reducing agent is decomposed by the cautious addition of 10% aqueous sodium hydroxide solution. The organic layer is separated, washed successively with water and saturated aqueous sodium chloride solution, and dried over magnesium sulfate. After removal of the solvent under reduced pressure, the title compound is obtained a an oil (11 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04870074
Source datasetuspto-grants-1989_09
ORD IDord-0c0bb2662aa644fabf6869b577f682b0
Source noteuspto-grants-1989_09