HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602035Generated: October 31, 2026
Water → Ethyl 3-{3-[(1S)-1,2-dihydroxyethyl]-4,5-difluorophenyl}propanoate
https://huagongshe.com/reaction/602035
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | 1-((1R)-((2R,4R,5S)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methoxy)-4-((1R)-((2R,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methoxy)phthalazine | HCID 51003674 | — |
| Reactant | Ethyl 3-(3-ethenyl-4,5-difluorophenyl)propanoate | HCID 57470571 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | Ethyl 3-{3-[(1S)-1,2-dihydroxyethyl]-4,5-difluorophenyl}propanoate | HCID 57470573 | 95% |
Reaction Steps
A solution of AD-mix-α (66.0 g), t-BuOH (340 mL), and H2O (380 mL) was stirred until no solid was observed and then cooled to 0° C. Ethyl 3-(3-ethenyl-4,5-difluorophenyl)propanoate (16.3 g, 68.0 mmol) in t-BuOH (45 mL) and H2O (5 mL) was added and the reaction stirred at 0° C. for 6 h and then warmed to room temperature overnight. Sodium sulfite (84 g) was added and the reaction stirred at room temperature for 5 h. The reaction was diluted with H2O and extracted two times with CH2Cl2. The combined organic layers were dried over Na2SO4, filtered, and concentrated. Column chromatography (2-90% ethyl acetate:hexane) afforded the desired product (17.76 g, 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07902394B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-bab19201585747968f168cee0b343232 |
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| Source note | uspto-grants-2011_03 |
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