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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 246871Generated: October 26, 2026

p-Toluenesulfonic acid → 1-(4'-Pentyl-2-fluorobiphenyl-4-yl)-2-(5-heptyl-1,3-dioxan-2-yl)-ethane

https://huagongshe.com/reaction/246871

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantEthylene OxideHCID 6354—
Reactant2-Heptylpropane-1,3-diolHCID 225556—
Reactant3-(4'-Pentyl-2-fluorobiphenyl-4-yl)-propionaldehydeHCID 20162693—
ReactantHCID 178418287HCID 178418287—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product1-(4'-Pentyl-2-fluorobiphenyl-4-yl)-2-(5-heptyl-1,3-dioxan-2-yl)-ethaneHCID 20162533—

Reaction Steps

6 g of 3-(4'-pentyl-2-fluorobiphenyl-4-yl)-propionaldehyde (obtainable by reaction of 4-(2-fluoro-4'-pentylbiphenylyl)-magnesium bromide with ethylene oxide and subsequent oxidation of the resulting alcohol with pyridinium chlorochromate) and 3.5 g of 2-heptylpropane-1,3-diol are heated with a spatula tip of p-toluenesulfonic acid in 100 ml of toluene, using a water separator, until no further water is foamed. After cooling, the mixture is washed with bicarbonate solution and water until neutral and dried over sodium sulfate and the toluene is distilled off. After customary working-up, 1-(4'-pentyl-2-fluorobiphenyl-4-yl)-2-(5-heptyl-1,3-dioxan-2-yl)-ethane is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04704227
Source datasetuspto-grants-1987_11
ORD IDord-4b3486c85a834ce6bb8d008df64f872d
Source noteuspto-grants-1987_11