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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928565Generated: October 30, 2026

Hydrochloric Acid → 2-(2-Azabicyclo[2.2.1]heptan-5-yloxy)ethanol

https://huagongshe.com/reaction/928565

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantTert-butyl-5-(2-tetrahydropyran-2-yloxyethoxy)-2-azabicyclo[2.2.1]heptane-2-carboxylateHCID 89579665—
SolventTetrahydrofuranHCID 8028—
Product2-(2-Azabicyclo[2.2.1]heptan-5-yloxy)ethanolHCID 8957949670.5%

Reaction Steps

Tert-butyl-5-(2-tetrahydropyran-2-yloxyethoxy)-2-azabicyclo[2.2.1]heptane-2-carboxylate (1.08 g, 3.16 mmol) was stirred overnight in 5 M hydrochloric acid (30 mL, 990 mmol)/THF (30 mL). The reaction mixture was basified with NaOH and washed with DCM. The organic was dried over Na2SO4 and concentrated in vacuo to afford 2-(2-azabicyclo[2.2.1]heptan-5-yloxy)ethanol (350 mg). LCMS RT=0.57 min. M+1=158.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290511B2
Source datasetuspto-grants-2016_03
ORD IDord-66bf81bcaed541118c4789294fb2b8a2
Source noteuspto-grants-2016_03