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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2309130Generated: October 28, 2026

p-Toluenesulfonic acid → HCID 13208202, compound

https://huagongshe.com/reaction/2309130

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 11459681HCID 11459681—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
ProductHCID 13208202HCID 13208202—

Reaction Steps

A solution of 14.5 g. of (1S,5R,6S,7R)-6-benzyloxymethyl-7-hydroxy-2-oxabicyclo[3,3,0]octan-3-one, 6 ml. of dihydropyran, and 40 mg. of p-toluenesulfonic acid in 300 ml. of absolute methylene chloride as agitated for one hour at 5°. Then the solution is diluted with ether, shaken with 4% sodium bicarbonate solution, washed neutral with water, dried over magnesium sulfate, and evaporated under vacuum. Yield: 21 g. of the tetrahydropyranyl ether as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04692464
Source datasetuspto-grants-1987_09
ORD IDord-ae958a91723b42899873c9a9f23ca92e
Source noteuspto-grants-1987_09