HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-[5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-benzaldehyde oxime
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | 4-[5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-benzaldehyde | HCID 86658520 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-[5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-benzaldehyde oxime | HCID 136386267 | 91% |
Reaction Steps
A solution of 4-[5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-benzaldehyde (i.e. the product of Step 1, 5.00 g), hydroxylamine hydrochloride (1.30 g) and concentrated hydrochloric acid (1 mL, 1.05 g) in MeOH (37.5 mL) was stirred at 70° C. for 4 h. After cooling, the mixture was evaporated from all volatiles and partitioned between MTBE and water. The organic layer was separated and dried. Chromatography over silica gel yielded the title compound (4.70 g, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633134B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-8122533520f04ee2b0b6b8f212987739 |
| Source note | uspto-grants-2014_01 |