Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 19390116 | HCID 19390116 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 19390113 | HCID 19390113 | 72% |
Reaction Steps
200 ml of a solution of 17.78 g (33.8 mmol) of 3-(3,5-difluoro-2-methoxybenzyl)-N-(3,4-dimethoxybenzyl)-4-(3,4-dimethoxyphenyl)pyrrolidone in THF was dropwise added at 0° C. in a nitrogen atmosphere to 150 ml of a 1M solution of a borane/THF complex in THF. The mixture was heated under reflux for 2 hr and cooled, and 50 ml of a 6N hydrochloric acid solution was added thereto. The mixture was heated to 60° C. After stirring for 2 hr, THF was concentrated in vacuo and extracted twice with methylene chloride. The obtained organic phase was washed with a saline solution and dried over anhydrous sodium sulfate, and the solvent was distilled off in vacuo. The residue was subjected to silica gel column chromatography (ethyl acetate:n-hexane=4:1) to prepare 12.46 g (yield: 72%) of the intended product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05444083 |
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| Source dataset | uspto-grants-1995_08 |
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| ORD ID | ord-dfa57b3af74740dfac391cc77feaedfc |
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| Source note | uspto-grants-1995_08 |
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