HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778196Generated: November 1, 2026
Citric Acid → 1-Methyl-5-phenoxy-1H-pyrazole-4-carboxylic acid ethyl ester
https://huagongshe.com/reaction/1778196
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 (30.3 g; 322 mmol) is dissolved in DMA and K2CO3 (88.9 g; 643 mmol) is added portion wise. It is stirred for 10 minutes, then 5-Bromo-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (50.0 g; 215 mmol) is dropped to the reaction mixture and heated up to 140° C. for 16 hours. A 10% citric acid solution is added and extracted with DCM. The organic layer is 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 | US09266891B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-61f03395f4d543b88452051962bba683 |
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| Source note | uspto-grants-2016_02 |
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