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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068267Generated: October 26, 2026

Hydrochloric Acid → 2-(2,6-Dimethylphenyl)-1-oxooctahydrocyclopenta[c]pyrrole-3a-carboxylic acid

https://huagongshe.com/reaction/2068267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl 2-(2,6-dimethylphenyl)-1-oxooctahydrocyclopenta[c]pyrrole-3a-carboxylateHCID 58218817—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventLithium HydroxideHCID 3939—
Product2-(2,6-Dimethylphenyl)-1-oxooctahydrocyclopenta[c]pyrrole-3a-carboxylic acidHCID 5821879082.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

Methyl 2-(2,6-dimethylphenyl)-1-oxooctahydrocyclopenta[c]pyrrole-3a-carboxylate (400 mg, 1.4 mmol) suspended in 5 mL of 1 M LiOH in 90% methanol was heated at 70° C. After cooling to room temperature, the reaction mixture was diluted with water, the pH adjusted to ˜1 with concentrated HCl and the product was extracted twice with ethyl acetate (15 mL). The combined organic layer was dried over anhydrous Na2SO4 and the solvent was evaporated to yield 2-(2,6-dimethylphenyl)-1-oxooctahydrocyclopenta[c]pyrrole-3a-carboxylic acid (315 mg, 82% yield). LC-MS Rt (retention time): 1.44 min, MS: (ES) m/z 274 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293925B2
Source datasetuspto-grants-2012_10
ORD IDord-75f1ae4c732949b7b5ca82a78bacb590
Source noteuspto-grants-2012_10