Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 22262308 | HCID 22262308 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 86593262 | HCID 86593262 | — |
Reaction Steps
To a solution of zinc chloride (915 mg, 6.71 mmol) in diethyl ether (20 ml) was added sodium borohydride (508 mg, 13.4 mmol), and the mixture was-stirred at room temperature for 30 min. Insoluble material was filtered off, and a solution of ethyl 3-(4-fluorophenyl)-3-oxo-2-{[6-(1,1,2,2-tetrafluoroethoxy)pyridin-2-yl]methyl}propanoate (1.40 g, 3.35 mmol) in diethyl ether (10 ml) was added to the filtrate at 0° C. The mixture was stirred for 30 min. and 1N hydrochloric acid was added to the reaction solution to stop the reaction. Then, water (50 ml) was added and the mixture was extracted with ethyl-acetate (50 ml×2). The extract was washed with water and saturated brine, dried (anhydrous magnesium sulfate) and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1-1:1) to give the objective substance (1.28 g, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06982348B2 |
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| Source dataset | uspto-grants-2006_01 |
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| ORD ID | ord-99a44d161218420d952761922c67b921 |
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| Source note | uspto-grants-2006_01 |
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