Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 68304436 | HCID 68304436 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68304435 | HCID 68304435 | 92% |
Reaction Steps
To a suspension of 0.34 g (0.85 mmol) of {1-[2-(3-chloro-benzoylamino)-phenyl]-piperidin-4-yl}-acetic acid ethyl ester in a 1:1 mixture of water:methanol (10 mL) is added 0.64 mL (1.6 mmol) of sodium hydroxide as a 10% aqueous solution. The mixture is heated to 60° C. for 3 hours then cooled to room temperature, diluted with water, and the pH of the mixture is adjusted to approximately pH 5 by the addition of a 2 N solution of hydrochloric acid. The mixture is extracted with ethyl acetate and the combined organic phase is dried over anhydrous sodium sulfate and concentrated under reduced pressure to provide 0.29 g (92%) of {1-[2-(3-chloro-benzoylamino)-phenyl]-piperidin-4-yl}-acetic acid as a yellow oil.
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-e50ab42d5b10460982eca43e4cd5d26e |
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| Source note | uspto-grants-2015_02 |
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