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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 610315Generated: October 25, 2026

Hydrochloric Acid → 4-[(5,6,7,8-Tetrahydro-5-hydroxy-8,8-dimethylnaphth-2-yl)ethynyl]benzoic acid

https://huagongshe.com/reaction/610315

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl 4-[(5,6,7,8-tetrahydro-5-hydroxy-8,8-dimethylnaphth-2-yl)ethynyl]benzoateHCID 15391671—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
SolventDiethylether ethylacetateHCID 21584169—
Product4-[(5,6,7,8-Tetrahydro-5-hydroxy-8,8-dimethylnaphth-2-yl)ethynyl]benzoic acidHCID 18314591—

Reaction Steps

110 mg (0.31 mmol) of ethyl 4-[(5,6,7,8-tetrahydro-5-hydroxy-8,8-dimethylnaphth-2-yl)ethynyl]benzoate (Compound 9) in a mixture of THF and methanol was refluxed with 1 ml (1 mmol) of LiOH (1M aqueous solution). Thereafter the mixture was diluted with Et2O:EtOAc (1:1), and acidified with aqueous HCl to pH 5. The organic phase was separated, washed (water and brine), dried (MgSO4) to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05998471
Source datasetuspto-grants-1999_12
ORD IDord-238680ad6c1f4fd8aa601d5ddbff7685
Source noteuspto-grants-1999_12