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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 274202Generated: October 29, 2026

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

https://huagongshe.com/reaction/274202

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-hexyl-pyrimidine is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05389290
Source datasetuspto-grants-1995_02
ORD IDord-40c7d00b92814a4fa5129238434cb585
Source noteuspto-grants-1995_02