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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1534403Generated: November 2, 2026

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

https://huagongshe.com/reaction/1534403

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 free 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 numberUS05089168
Source datasetuspto-grants-1992_02
ORD IDord-3804a4a5ec1244b3bf4aa92fff2ddf9e
Source noteuspto-grants-1992_02