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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1598366Generated: October 30, 2026

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

https://huagongshe.com/reaction/1598366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant2-((4-benzylmorpholin-2-yl)methyl)-2,3-dihydro-1H-isoindole-1,3-dioneHCID 11724560—
SolventEthanolHCID 702—
Product(4-Benzylmorpholin-2-yl)methanamineHCID 2776360109.5%

Reaction Steps

To a solution of crude 4-benzyl-2-phthalimidomethylmorpholine (64 g) in ethanol (500 ml) was added hydrazine monohydrate (18 ml, 0.57 mol) and the mixture was heated under reflux for 2 hours. After cooling, 10% aqueous sodium hydroxide (200 ml) was added to dissolve insolubles and the ethanol was distilled off under reduced pressure. The aqueous layer was extracted with chloroform (200 ml×3), the combined organic layer was dried over potassium carbonate and the solvent was distilled off to give crude 2-aminomethyl-4-benzylmorpholine (42.97 g). This compound was used for the subsequent reaction without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05736550
Source datasetuspto-grants-1998_04
ORD IDord-0604300661a148f2810ebdd76f4b6df4
Source noteuspto-grants-1998_04