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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1722342Generated: October 30, 2026

p-Toluenesulfonic acid → methyl delta-hydroxy-2-(5-hydroxy-1E,3E-tridecadienyl)benzenepentanoate

https://huagongshe.com/reaction/1722342

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactantmethyl delta-hydroxy-2-[5-[(tetrahydro-2H-pyran-2-yl)oxy]-1E,3E-tridecadienyl]benzenepentanoateHCID 14582857—
SolventMethanolHCID 887—
Productmethyl delta-hydroxy-2-(5-hydroxy-1E,3E-tridecadienyl)benzenepentanoateHCID 11133182—

Reaction Conditions

Temperature55 °C

Reaction Steps

To 3ml of methanol is added 0.1g (0.21 mmol) of the titled product of Example 12 and 10mg of p-toluenesulfonic acid. The reaction mixture is heated to 55°C. for 3 hours. The solvent was removed under reduced pressure and the residue was flash chromatographed on silica gel column. Elution with 2:1 diethyl ether hexane produced 3 bands. The third band contained 0.30g of the titled products which was collected as fractions 8-18.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04855324
Source datasetuspto-grants-1989_08
ORD IDord-334a174b414f4971bd9859540b6c9e33
Source noteuspto-grants-1989_08