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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1762919Generated: October 31, 2026

4-Toluenesulfonyl chloride → (S)-2-[p-(3-Chlorobutyloxy)phenyl]-5-n-hexylpyrimidine

https://huagongshe.com/reaction/1762919

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantPotassium CarbonateHCID 11430—
Reactant(S)-3-chlorobutan-1-olHCID 641048—
Reactant4-(5-Hexyl-2-pyrimidinyl)phenolHCID 3092210—
SolventAcetoneHCID 180—
Product(S)-2-[p-(3-Chlorobutyloxy)phenyl]-5-n-hexylpyrimidineHCID 67801633—

Reaction Steps

26.3 g of (S)-3-chlorobutyl-1-tosylate, preparable from p-toluenesulfonyl chloride and (S)-3-chlorobutan-1-ol, and 27.2 g of 4-(5-n-hexylpyrimidin-2-yl)phenol are added to a suspension of 40 g of potassium carbonate in 200 ml of acetone. After 24 hours' boiling under reflux, the reaction mixture is filtered, the filtrate is freed from solvent and the residue is twice recrystallized from ethanol. (S)-2-[p-(3-Chlorobutyloxy)phenyl]-5-n-hexylpyrimidine is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04834904
Source datasetuspto-grants-1989_05
ORD IDord-e0e4b32a6ba34551b08ae664549cd854
Source noteuspto-grants-1989_05