HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485027Generated: October 31, 2026
Citric Acid → 1-Methyl-5-phenoxy-1H-pyrazole-4-carboxylic acid ethyl ester
https://huagongshe.com/reaction/1485027
Participants
| Role | Name | HCID | Charge |
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| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Phenol | HCID 996 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 5-Bromo-1-methyl-1H-pyrazole-4-carboxylate | HCID 53302113 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 1-Methyl-5-phenoxy-1H-pyrazole-4-carboxylic acid ethyl ester | HCID 86718550 | — |
Reaction Steps
Phenol (30.29 g; 321.80 mmol) was dissolved in DMA and K2CO3 (88.95 g; 643.60 mmol) was added portion wise. It was stirred for 10 minutes, then 5-Bromo-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (50.0 g; 214.53 mmol) was dropped to the reaction mixture and heated up to 140° C. for 16 hours. A 10% citric acid solution was added and extracted with DCM. The organic layer was washed with sodium bicarbonate and brine, then dried and purified through column chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09422290B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-70b426cd3fd9498b96b03a79c9a057ce |
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| Source note | uspto-grants-2016_08 |
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