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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 65464Generated: October 26, 2026

Sodium benzenethiolate → 1-Phenylmercapto-2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaene

https://huagongshe.com/reaction/65464

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium benzenethiolateHCID 4110039—
Reactant2,5,9-Trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaenyl acetateHCID 54423729—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
SolventHexamethylphosphoramideHCID 12679—
Product1-Phenylmercapto-2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaeneHCID 53669165—

Reaction Steps

To a solution of 1.85 g (5 mmol) of 2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaenyl acetate in 25 ml of anhydrous THF and 8 ml of HMPA is added in portions 0.68 g (5.2 mmol) of sodium thiophenoxide. The resulting mixture is stirred at room temperature for 18 hours and then taken up in 250 ml of diethyl ether. The solution is washed with saturated aqueous NH4Cl and water, dried and evaporated in vacuo to give an oil. Purification on a silica gel dry column gives the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04614747
Source datasetuspto-grants-1986_09
ORD IDord-eb0b16f76c204a91b8b24382161ff25e
Source noteuspto-grants-1986_09