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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1756428Generated: October 25, 2026

Water → 4-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthoylthiomethyl)benzoic acid

https://huagongshe.com/reaction/1756428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant4-(Mercaptomethyl)benzoic acidHCID 585039—
Reactant5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carbonyl chlorideHCID 2795466—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product4-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthoylthiomethyl)benzoic acidHCID 2147450066%

Reaction Steps

1.68 g (10 mmol) of 4-mercaptomethylbenzoic acid, 2.8 ml (20 mmol) of triethylamine and 50 ml of THF are introduced into a round-bottomed flask. A solution of 2.5 g (10 mmol) of 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl -2-naphthoyl chloride in 50 ml of THF is added dropwise and the mixture is stirred at room temperature for four hours. The reaction medium is poured into water, the mixture is extracted with ethyl ether and the organic phase is separated after settling has taken place, then dried over magnesium sulphate and evaporated. The residue obtained is ground in 50 ml of a mixture of ethyl ether and hexane (50:50) and then filtered off. 2.5 g (66%) of the expected acid, melting point 150-151° C, are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05439925
Source datasetuspto-grants-1995_08
ORD IDord-838284871af145ee892a2f4c19e1da2f
Source noteuspto-grants-1995_08