HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602045Generated: October 29, 2026
Water → Ethyl 3-{3-[(1S)-1,2-dihydroxyethyl]-4,5-difluorophenyl}pentanoate
https://huagongshe.com/reaction/602045
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)pentanoate | HCID 57470580 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | Ethyl 3-{3-[(1S)-1,2-dihydroxyethyl]-4,5-difluorophenyl}pentanoate | HCID 57470582 | 92% |
Reaction Steps
A solution of AD-mix-α (50.0 g), t-BuOH (250 mL), and H2O (280 mL) was stirred until no solid was observed and then cooled to 0° C. Ethyl 3-(3-ethenyl-4,5-difluorophenyl)pentanoate (12.58 g, 0.0469 mol) in t-BuOH (35 mL) and H2O (10 mL) was added and the reaction stirred at 0° C. for 6 h and then warmed to room temperature overnight. Sodium sulfite (64 g) was added to quench the reaction and the reaction was diluted with H2O and extracted three times with ethylacetate. The combined organic layers were dried over Na2SO4, filtered, and concentrated. Column chromatography (hexane:ethylacetate, 7:3) yielded the desired product (13.02 g, 92%).
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-6ff6083404aa4bf8a6eed429426566e9 |
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| Source note | uspto-grants-2011_03 |
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