Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 86660882 | HCID 86660882 | — |
| Product | HCID 58046333 | HCID 58046333 | 59% |
Reaction Steps
Hydrochloric acid (6M, 20 mL) was added to a solution of 4-(4-chloro-3-(trifluoromethyl)phenoxy)-3,5-difluorobenzamide (Preparation 86, 440 mg, 1.25 mmol) in dioxan (10 mL). The reaction mixture was stirred at 120° C. for 5 h. After cooling the solvent was removed in vacuo and the aqueous residue was extracted with ethyl acetate (2×30 mL). The combined organic layers were washed with brine (1×20 mL), dried (MgSO4), filtered and concentrated in vacuo. The residue was purified using silica gel column chromatography eluting with dichloromethane:methanol (from 98:2 to 85:15) then triturated with heptane to yield the title compound as a white solid (259 mg, 59%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08685977B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-23eb5acc3bc04a1bb4fde046dcf66a07 |
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| Source note | uspto-grants-2014_04 |
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