Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 90037599 | HCID 90037599 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 90036487 | HCID 90036487 | 85% |
Reaction Steps
2-(Dibenzylamino)-2-(1-(2-nitrophenoxyl)cyclohexyl)acetic acid (0.8 g, 1.69 mmol, Eq: 1.00), NH4Cl (180 mg, 3.37 mmol, Eq: 2) and Zn (1.71 g, 26.1 mmol, Eq: 15.5) were combined with MeOH (35.0 mL) to give a grey suspension, and the mixture was heated to 65° C. for 90 min. The mixture was filtered through Celite, the filtrate was concentrated and partitioned between sat. aq. NaOAc and Et2O. The phases were separated and the organic layer washed with H2O, brine, dried over Na2SO4 and concentrated to afford 2-(1-(2-aminophenoxyl)cyclohexyl)-2-(dibenzylamino)acetic acid as light brown solid (0.6365 g, 85%). MS m/z 475.1 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09394263B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-5db1cb2cedcb450d96d1e403e320b617 |
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| Source note | uspto-grants-2016_07 |
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