Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 68304434 | HCID 68304434 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68304433 | HCID 68304433 | 83.7% |
Reaction Steps
To a solution of 0.590 g (1.35 mmol) of {1-[4-chloro-2-(3-chloro-benzoylamino)-phenyl]-piperidin-4-yl}-acetic acid ethyl ester in a mixture of tetrahydrofuran (10 mL) and methanol (4 mL) is added water (2 mL) followed by 0.16 g (6.8 mmol) of lithium hydroxide. The mixture is stirred overnight at room temperature. The mixture is concentrated under reduced pressure to remove volatile organics and the pH of the resulting solution is adjusted to approximately pH 4 by the addition of concentrated hydrochloric acid. A green oil forms at the bottom of the mixture. The aqueous layer is removed by decanting and the green oil is concentrated under reduced pressure to provide 0.46 g (83%) of {1-[4-chloro-2-(3-chloro-benzoylamino)-phenyl]-piperidin-4-yl}-acetic acid as a green solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08952004B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-56d5a17b34174388a65fb2f4c85e0083 |
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| Source note | uspto-grants-2015_02 |
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