Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 66594950 | HCID 66594950 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 66594897 | HCID 66594897 | 87% |
Reaction Steps
To a solution of N-acetyl-(3R)-3-(4-bromophenyl)piperidine (2.88 g, 13.2 mmol) in mixture of tetrahydrofuran (24 ml), methanol (24 ml) and water (12 ml) was added lithium hydroxide monohydrate (3.8 g, 92.4 mmol) and stirred at 95° C. for 2 hours. After filtration, the solvent was removed in vacuo and the residue was partitioned between water and dichloromethane. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure to give (3R)-3-(4-bromophenyl)piperidine (2.3 g, 87%) as colorless crystals that was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08129377B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-5ded58f98b0042d597503e1dbbc59dfd |
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| Source note | uspto-grants-2012_03 |
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