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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2107101Generated: October 29, 2026

Methyl Ethyl Ketone → Ethyl [[2-[(4-acetyl-3-hydroxy-2-propylbenzyl)thio]-pyrimidin-4-yl]oxy]acetate

https://huagongshe.com/reaction/2107101

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl Ethyl KetoneHCID 6569—
ReactantEthyl bromoacetateHCID 7748—
ReactantPotassium CarbonateHCID 11430—
Reactant2-[(4-Acetyl-3-hydroxy-2-propylbenzyl)thio]-4-hydroxypyrimidineHCID 178439537—
CatalystTetrabutylammonium BromideHCID 74236—
SolventWaterHCID 962—
ProductEthyl [[2-[(4-acetyl-3-hydroxy-2-propylbenzyl)thio]-pyrimidin-4-yl]oxy]acetateHCID 1405313678.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a mixture of 0.06 g of 2-[(4-acetyl-3-hydroxy-2-propylbenzyl)thio]-4-hydroxypyrimidine obtained in Example 14, 0.06 g of ethyl bromoacetate, 0.04 g of anhydrous potassium carbonate and 3 ml of methyl ethyl ketone was added a catalytic amount of tetra-n-butylammonium bromide. The mixture was stirred at 60° C. for 1 hour. Water was added to the reaction mixture The resultant mixture was extracted with ethyl acetate After the extract was dried over anhydrous magnesium sulfate, the solvent was distilled off The residue was applied to silica gel column chromatography. Elution with a mixture of hexane-ethyl acetate (6:1) gave 0.06 g of ethyl [[2-[(4-acetyl-3-hydroxy-2-propylbenzyl)thio]-pyrimidin-4-yl]oxy]acetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04933348
Source datasetuspto-grants-1990_06
ORD IDord-7dd4ad97a72647cdafd9b060d3301cba
Source noteuspto-grants-1990_06