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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 26666Generated: October 27, 2026

p-Toluenesulfonic acid → 4-methyl-4(RS)-tetrahydropyran-2-yloxy-1,5-octadiyne

https://huagongshe.com/reaction/26666

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactant4-methyl-1,5-octadiyn-4(RS)-olHCID 21322039—
SolventBenzeneHCID 241—
Product4-methyl-4(RS)-tetrahydropyran-2-yloxy-1,5-octadiyneHCID 21322047—

Reaction Steps

4-Methyl-1,5-octadiyn-4(RS)-ol is reacted with dihydropyran in the presence of p-toluenesulfonic acid in dry benzene to provide 4-methyl-4(RS)-tetrahydropyran-2-yloxy-1,5-octadiyne which in turn is reacted with triethyl tin hydride to provide 4-methyl-4(RS)-tetrahydropyran-2-yloxy-oct-5-yn-trans-1-enyl triethyl tin, having the following structural formula: ##STR12##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04151187
Source datasetuspto-grants-1979_04
ORD IDord-f7c5e08e299e4030a0457aa063a10d76
Source noteuspto-grants-1979_04