HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62919Generated: October 30, 2026
Ethanol → 2-(2-Fluoro-4-hydroxy-phenyl)-cyclopropane carboxylic acid ethyl ester
https://huagongshe.com/reaction/62919
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethanol | HCID 702 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | 2-(2-Fluoro-4-methoxy-phenyl)-cyclopropane carboxylic acid ethyl ester | HCID 67289140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(2-Fluoro-4-hydroxy-phenyl)-cyclopropane carboxylic acid ethyl ester | HCID 90118187 | 166.4% |
Reaction Steps
After 2-(2-fluoro-4-methoxy-phenyl)-cyclopropane carboxylic acid ethyl ester (0.16 g, 0.67 mmol) obtained in Step B was dissolved in anhydrous DCM (10 mL), 1M BBr3 solution (3.36 mL, 3.35 mmol) was added thereto at −78° C., and the mixture was stirred at room temperature for 3 hours. After the termination of the reaction, EtOH was added thereto, and the mixture was stirred at room temperature for 30 minutes. The reactant was concentrated under reduced pressure, added with saturated sodium bicarbonate aqueous solution, and extracted with DCM. The organic layer was concentrated under reduced pressure and purified by column chromatography (eluent, EtOAc/Hex=1/4) to obtain the title compound (0.25 g, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09447044B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-5fdb96adcc1046fdb94d6c1efe673154 |
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| Source note | uspto-grants-2016_09 |
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