Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylhydrazine | HCID 6061 | — |
| Reactant | Dimethylformamide dimethyl acetal | HCID 78373 | — |
| Reactant | 1-(2-Chloro-4-fluorophenoxy)-2-propanone | HCID 60624551 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 66614262 | HCID 66614262 | — |
Reaction Steps
A mixture of 1-(2-chloro-4-fluorophenoxy)-2-propanone (i.e. the product of Step A) (1.40 g, 6.93 mmol) and N,N-dimethylformamide dimethyl acetal (1.38 mL, 10.4 mmol) was heated to 90° C. for 3 h, and then concentrated under reduced pressure. The resulting material was diluted with ethanol (15 mL), and then methylhydrazine (0.49 mL, 9.0 mmol) and acetic acid (0.1 mL) were added. After 15 h, the reaction mixture was concentrated under reduced pressure and the resulting material was purified by silica gel column chromatography (5 to 40% gradient of ethyl acetate in hexanes as eluant) to provide the title compound as a brown yellow oil (680 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09131693B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-ef91a5a5e9a4463c8aa57d265d7772e5 |
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| Source note | uspto-grants-2015_09 |
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