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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1006769Generated: October 31, 2026

p-Toluenesulfonic acid → HCID 22672749, compound

https://huagongshe.com/reaction/1006769

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantTriethylamineHCID 8471—
Reactant4-BromothiophenolHCID 66049—
ReactantSodium BicarbonateHCID 516892—
SolventTetrahydrofuranHCID 8028—
Solvent3,4-dihydro-2H-pyranHCID 8080—
ProductHCID 22672749HCID 22672749—

Reaction Steps

2.3 mg of p-toluene sulfonic acid were added to a solution of 1 g of 4-bromo thiophenol in 1 ml of 3,4-dihydro-[2H]-pyran and 1 ml of tetrahydrofuran and the mixture was stirred for 20 hours at ambient temperature. 0.1 ml of triethylamine were added and the mixture was poured into a saturated solution of sodium bicarbonate and extracted with ethyl acetate. The extracts were washed with a saturated aqueous solution of sodium chloride, dried and evaporated to dryness under reduced pressure. The 1.603 g of residue were chromatographed on silica (eluant: cyclohexane-ethyl acetate 97.5-2.5) to obtain 1.246 g of the expected product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06790971B1
Source datasetuspto-grants-2004_09
ORD IDord-36192405cac1411aa836e2c159c8e7d9
Source noteuspto-grants-2004_09