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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227930Generated: October 29, 2026

Sodium Hydroxide → 4-(Benzyloxycarbonylamino)bicyclo[2.2.2]octane-1-carboxylic acid

https://huagongshe.com/reaction/227930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 4-{[(benzyloxy)carbonyl]amino}bicyclo[2.2.2]octane-1-carboxylateHCID 23149677—
SolventEthanolHCID 702—
Product4-(Benzyloxycarbonylamino)bicyclo[2.2.2]octane-1-carboxylic acidHCID 1066220191.3%

Reaction Steps

Methyl 4-benzyloxycarbonylaminobicyclo[2.2.2]octane-1-carboxylate (64.3 g) was dissolved in ethanol (1100 mL). To this solution, a 1 mol/L aqueous solution of sodium hydroxide (1000 mL) was added and the mixture was stirred at 50° C. for 1 hour Ethanol in the mixture was evaporated under reduced pressure and the residue washed with diethylether (500 mL), followed by addition of concentrated hydrochloric acid to adjust the pH to 1. The resulting crystals were filtrated, washed with water, dried under reduced pressure to give 4-benzyloxycarbonylaminobicyclo[2.2.2]octane-1-carboxylic acid (56.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560569B2
Source datasetuspto-grants-2009_07
ORD IDord-b3a6c75725424e96b373d982a3f2e797
Source noteuspto-grants-2009_07