Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-Methoxyphenylhydrazine hydrochloride | HCID 2723904 | — |
| Reactant | 1-(3-Bromophenyl)propan-2-one | HCID 2734093 | — |
| Reactant | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 19041703 | HCID 19041703 | 27.4% |
Reaction Steps
The ketone from Step 1 (1.065 g, 5 mmol) and 4-methoxyphenylhydrazine hydrochloride (870 mg, 5 mmol) in toluene (20 is mL) were gently warmed up to 60° C. After 1 h, 4M HCl/dioxane (2 mL) was added and the mixture was heated at 60° C. for 1 h. It was then cooled, poured over ice water and ethyl acetate. The organic layer was separated, washed with dilute NaHCO3. Removal of the solvents left a residue which was purified by chromatography over SiO2 to afford the product (433 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05639780 |
|---|
| Source dataset | uspto-grants-1997_06 |
|---|
| ORD ID | ord-2c86ea372cef439fba1bc7c3fc5e9a19 |
|---|
| Source note | uspto-grants-1997_06 |
|---|
