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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl Ethyl Ketone | HCID 6569 | — |
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-[(4-Acetyl-3-hydroxy-2-propylbenzyl)thio]-4-hydroxypyrimidine | HCID 178439537 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Water | HCID 962 | — |
| Product | Ethyl [[2-[(4-acetyl-3-hydroxy-2-propylbenzyl)thio]-pyrimidin-4-yl]oxy]acetate | HCID 14053136 | 78.7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04933348 |
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| Source dataset | uspto-grants-1990_06 |
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| ORD ID | ord-7dd4ad97a72647cdafd9b060d3301cba |
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| Source note | uspto-grants-1990_06 |
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