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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 8575Generated: October 28, 2026

Sodium Hydroxide → 7-Benzyl-1-oxa-4,7-diazaspiro[5.4]decane

https://huagongshe.com/reaction/8575

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-Benzyl-3-(((2-hydroxyethyl)amino)methyl)pyrrolidin-3-olHCID 21983514—
SolventWaterHCID 962—
SolventSulfuric AcidHCID 1118—
Product7-Benzyl-1-oxa-4,7-diazaspiro[5.4]decaneHCID 21983542—

Reaction Conditions

Temperature180 °C

Reaction Steps

85.0 g (340 mmol) of 1-benzyl-3-hydroxy-3-(2-hydroxyethylaminomethyl)-pyrrolidine are dissolved in a mixture of 280 ml of concentrated sulfuric acid and 140 ml of water and heated at 180° C. overnight. The mixture is made alkaline with 45% strength sodium hydroxide solution, precipitated salts are dissolved in water, and the solution is extracted five times with 200 ml of chloroform each time. The organic phases are dried over potassium carbonate, the desiccant is removed, and the solution is concentrated. The residue is distilled under high vacuum. 60.0 g (76% of theory) of the product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091198B1
Source datasetuspto-grants-2006_08
ORD IDord-28fe674f09774641b55817670fb93e9a
Source noteuspto-grants-2006_08