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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1278839Generated: October 30, 2026

Hydrochloric Acid → 3-Methyl-5-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-naphthalen-2-ylsulphonyl)pent-2-en-4-ynoic Acid

https://huagongshe.com/reaction/1278839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantDiethylether waterHCID 21584184—
ReactantEthyl 3-methyl-5-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-ylsulphonyl)pent-2-en-4-ynoateHCID 73884431—
SolventTetrahydrofuranHCID 8028—
Product3-Methyl-5-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-naphthalen-2-ylsulphonyl)pent-2-en-4-ynoic AcidHCID 73884429—

Reaction Steps

Sodium hydroxide (400 mg, 10 mmol) is added to a solution of ethyl 3-methyl-5-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-ylsulphonyl)pent-2-en-4-ynoate (400 mg, 1.6 mmol) in 15 ml of THF. The medium is refluxed for 4 h. It is then poured into an ethyl ether/water mixture, acidified to pH 1 with concentrated hydrochloric acid solution and extracted with ethyl ether. After separation of the phases by settling, the organic phase is washed twice with water, dried over anhydrous magnesium sulphate and concentrated on a rotary evaporator under vacuum at 40° C. The residue is then triturated from heptane, after which it is filtered.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06444709B1
Source datasetuspto-grants-2002_09
ORD IDord-b5b0ab3ad8e745668a3f0733ed6e3545
Source noteuspto-grants-2002_09