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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1598997Generated: November 3, 2026

Hydrochloric Acid → HCID 18931130, compound

https://huagongshe.com/reaction/1598997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantHCID 54150474HCID 54150474—
SolventTetrahydrofuranHCID 8028—
ProductHCID 18931130HCID 1893113076.7%

Reaction Steps

A mixture of (tert-butyl)(1-benzyl-4-hydroxypiperidin-4-ylmethyl)amine (11.9 g, 43 mmol), 1,1'-carbonyldiimidazole (8.4 g, 52 mmol) and THF (150 mL) was heated 3.5 hours at reflux. The mixture was cooled, poured into dilute hydrochloric acid and then washed with methylene chloride (2× 200 mL). The combined washes were extracted with dilute hydrochloric acid and the combined. aqueous layers were treated with sodium hydroxide and extracted with methylene chloride. The extract was dried (Na2 SO4) and concentrated and the residue was recrystallized from heptane to give 8-benzyl-3-tert-butyl-3,8-diaza-1-oxaspiro[4.5]decane-2-one (9.98 g, 33 mmol), m.p. 110°-112° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05739336
Source datasetuspto-grants-1998_04
ORD IDord-04e4bc8c0a514540a260fe47126bd6a7
Source noteuspto-grants-1998_04