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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097360Generated: October 31, 2026

Hydrazine hydrate (1:1) → 4-[2-(Morpholin-4-yl)ethoxy]phenol

https://huagongshe.com/reaction/2097360

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant2-[6-(4-(2-Morpholin-4-yl-ethoxy)-phenoxy)-hexyl]-phthalimideHCID 23132427—
SolventEthanolHCID 702—
Product4-[2-(Morpholin-4-yl)ethoxy]phenolHCID 23132438—
Product6-[4-(2-Morpholin-4-yl-ethoxy)-phenoxy]-hexylamineHCID 23132453—

Reaction Steps

2-[6-(4-(2-Morpholin-4-yl-ethoxy)-phenoxy)-hexyl]-phthalimide (5.46 g crude mixture from above, ≈9.67 mmol) and hydrazine hydrate (3.66 ml, 60 mmol) were dissolved in EtOH (80 mL) and stirred under reflux for 17 h. The precipitate was filtered off and washed with EtOH (1×50 mL). The filtrate was concentrated under reduced pressure, the residue was suspended in THF (20 mL) and the precipitate was filtered off, washed with THF (2×5 mL) and the filtrate was concentrated under reduced pressure to give the title compound together with some 4-(2-morpholin-4-yl-ethoxy)-phenol (≈2:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450348B2
Source datasetuspto-grants-2013_05
ORD IDord-e3bf2599969844498b38163b77316c8b
Source noteuspto-grants-2013_05