Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 11066560 | HCID 11066560 | — |
| Catalyst | Sodium Sulfate | HCID 24436 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 70110585 | HCID 70110585 | 91.4% |
Reaction Steps
A mixed solution of 2.86 g (9.50 mmol) of trans-1-benzyl-4-trifluoromethylpyrrolidine-3-carboxylic acid ethyl ester and 15 ml of absolute tetrahydrofuran is added dropwise to the above suspension over 40 minutes on cooling with ice. After stirring at 0° C. for 1.5 hours, the excess reagent is decomposed by adding several drops of sodium sulfate (decahydrate) and 2N sodium hydroxide. Insoluble matter is removed by filtration under reduced pressure. The filtrate is concentrated under reduced pressure. The resulting residue was purified with silica gel column chromatography (elusion solvent; n-hexane/ethyl acetate (5/1→5/2 (by volume, hereinafter the same))) to give 2.25 g of the objective substance as a colorless powder (yield 91.4%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05668147 |
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| Source dataset | uspto-grants-1997_09 |
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| ORD ID | ord-df4b01bf1af2421ea0af237e1956bac7 |
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| Source note | uspto-grants-1997_09 |
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