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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2393576Generated: October 29, 2026

p-Toluenesulfonic acid → HCID 86753106, compound

https://huagongshe.com/reaction/2393576

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantChlorineHCID 24526—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 86753105HCID 86753105—
ProductHCID 86753106HCID 8675310689%

Reaction Steps

To a mixture of 44 (3.7 g, 12.9 mmol), DHP (2.9 g, 35 mmol), and CH2 Cl2 (80 mL) at 0° C. was added pTSA (300 mg, 1.58 mmol). After 30 min 50 mL of saturated NaHCO3 was added, the layers were separated, the aqueous layer was extracted with CH2CL2 (2×50 mL), the combined organic layers were dried over MgSO4, filtered, and concentrated, and the residue was chromatographed on silica gel (1/1 hexane/ethyl acetate) to afford bis-THP ether 45 (4.89 g, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05807892
Source datasetuspto-grants-1998_09
ORD IDord-80cec380e1bf47768a0300af920fc13b
Source noteuspto-grants-1998_09