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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527088Generated: October 30, 2026

Hydrochloric Acid → 6-(Tert-butoxycarbonylamino)norbornane-2-carboxylic acid

https://huagongshe.com/reaction/527088

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 6-[tert-butoxycarbonyl-(2-ethoxy-2-oxo-acetyl)amino]norbornane-2-carboxylateHCID 67286117—
SolventMethanolHCID 887—
Product6-(Tert-butoxycarbonylamino)norbornane-2-carboxylic acidHCID 67285938—

Reaction Steps

To a solution of methyl 6-[tert-butoxycarbonyl-(2-ethoxy-2-oxo-acetyl)amino]norbornane-2-carboxylate, 72f, (0.80 g, 2.17 mmol) in methanol (20 mL) was added NaOH (4.33 mL of 2N solution, 8.66 mmol) at room temperature. The reaction mixture was stirred overnight. The mixture was diluted into 0.5 N HCl in ice, and extracted twice with EtOAc. The combined organic phases were dried (Na2SO4), filtered and concentrated in vacuo to afford 600 mg of desired product that was used without further purification

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09345708B2
Source datasetuspto-grants-2016_05
ORD IDord-7aaaf57703f64ddd82c95f7232600d34
Source noteuspto-grants-2016_05