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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1789244Generated: October 31, 2026

p-Toluenesulfonic acid → HCID 13924103, compound

https://huagongshe.com/reaction/1789244

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactant(3S)-3-Hydroxy-2,2-dimethylcyclohexan-1-oneHCID 11018979—
SolventDichloromethaneHCID 6344—
ProductHCID 13924103HCID 1392410399.9%

Reaction Steps

(3S)-2,2-dimethyl-3-hydroxycyclohexanone (3) (5.12 g, 36.0 mmoles) and dihydropyran (5.00 g., 59.0 mmoles) were dissolved in dry methylene dichloride (90 ml). The solution was cooled in an ice bath, and p-toluenesulfonic acid (50 mg) was added. The resulting mixture was stirred at room temperature for 2 hours. After the reaction, a saturated aqueous solution of sodium hydrogencarbonate was washed with an aqueous solution of sodium chloride and dried over magnesium sulfate. The product was filtered, concentrated, and purified by distillation. Amount yielded 8.14 g (yield 99.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04687863
Source datasetuspto-grants-1987_08
ORD IDord-f96a9c2323c64a91af9d9e9bda3f3185
Source noteuspto-grants-1987_08