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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1169341Generated: October 26, 2026

Hydrochloric Acid → 2-cyclohexylmethyloxy-6,7-dihydro-5H-benzocycloheptene-8-carboxylic acid

https://huagongshe.com/reaction/1169341

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactantmethyl 2-cyclohexylmethyloxy-6,7-dihydro-5H-benzocycloheptene-8-carboxylateHCID 22990052—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product2-cyclohexylmethyloxy-6,7-dihydro-5H-benzocycloheptene-8-carboxylic acidHCID 2299006396%

Reaction Conditions

Temperature50 °C

Reaction Steps

To methyl 2-cyclohexylmethyloxy-6,7-dihydro-5H-benzocycloheptene-8-carboxylate (425 mg, 1.35 mmol) dissolved in a mixed solvent of methanol (5 ml) and THF (5 ml) was added a 1N aqueous solution of sodium hydroxide (4 ml), and the resulting mixture was stirred at 50° C. for 6 hours. The reaction mixture was mixed with 1 N hydrochloric acid (4 ml) at 0° C., was concentrated under reduced pressure and was mixed with water, and an insoluble material was collected by filtration. The insoluble material was washed with water and was dried under reduced pressure to obtain 2-cyclohexylmethyloxy-6,7-dihydro-5H-benzocycloheptene-8-carboxylic acid (389 mg, 1.29 mmol, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06627651B1
Source datasetuspto-grants-2003_09
ORD IDord-0f2e56a857264bd08e11c8d7b0f8dbdd
Source noteuspto-grants-2003_09