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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473395Generated: October 30, 2026

Hydrochloric Acid → 4-[(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)carbamoyl]cinnamic acid

https://huagongshe.com/reaction/473395

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantEthyl 4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)carbamoyl]cinnamateHCID 68431552—
Solventmethanol DME waterHCID 86709899—
Product4-[(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)carbamoyl]cinnamic acidHCID 6843241695%

Reaction Steps

The above ester (109 mg, 0.269 mmol) was dissolved in methanol-DME-water (3:2:1, 4.2 ml), the solution was added with lithium hydroxide monohydrate (LiOH.H2O, 15 mg, 0.357 mmol), and the mixture was refluxed by heating for 1 hour. The mixture was cooled on ice, and then added with aqueous hydrochloric acid (1 N, 0.36 ml, 0.36 mmol), and the mixture was extracted with ethyl acetate. The organic layer was washed with water, and dried over anhydrous sodium sulfate, and then the solvent was evaporated. The residue was recrystallized to obtain the title compound (96 mg, 95%) as colorless prisms.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633335B2
Source datasetuspto-grants-2014_01
ORD IDord-d2874e70987b41929b8b2d95f149df24
Source noteuspto-grants-2014_01