Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 117774754 | HCID 117774754 | — |
| Catalyst | titanium(III) trichloride | HCID 10313229 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 117774395 | HCID 117774395 | — |
Reaction Steps
A mixture of 0.5 g (2.09 mmol) 3-methyl-5-[(1R)-1-[(3-nitro-2-pyridyl)oxy]ethyl]isoxazole and acetone are cooled to 5° C. and 87 ml (17.4 mmol) of titanium(III)chloride 20% in water and 24 ml (96 mmol) of a 4M solution of NH4Cl in water are added. The mixture is warmed to RT and stirred over night diluted with EtOAc and water. The organic layer is separated and the aqueous layer is extracted with EtOAc. The combined organic layers are washed with brine, dried and evaporated. The residue is purified by FC (DCM/MeOH 95:5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09139577B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-aa5890b415ba4022a9763879bad68ed6 |
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| Source note | uspto-grants-2015_09 |
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