Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | methyl 2-(3-oxobutyl)benzoate | HCID 3237420 | — |
| Reactant | HCID 19041651 | HCID 19041651 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 19041628 | HCID 19041628 | 39.3% |
Reaction Steps
To a room temperature solution of N-(4-bromobenzyl)-N-(4-bromophenyl)hydrazine (335 mg, 0.941 mmol) and methyl 2-(3-oxobutyl)benzoate (202 mg, 0.98 mmol) in 6 mL dioxane was added 1.5 mL of 4N HCl solution in dioxane. Heated to 70° C. for 16 h, then concentrated, the residue was partitioned between EtOAc and water, then washed with 1M HCl and brine. Dried over sodium sulfate, filtered and concentrated. Purification by flash chromatography (40% CH2Cl2 /Hexanes) provided 195 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05639780 |
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| Source dataset | uspto-grants-1997_06 |
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| ORD ID | ord-176559faafca41fa9d7a3dcb5301e3d1 |
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| Source note | uspto-grants-1997_06 |
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