HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Methoxide → 5-{(E)-3-[4-(2-Dimethylamino-ethoxy)-phenyl]-3-oxo-propenyl}-indan-1-one O-methyl oxime
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 1-[4-(2-Dimethylaminoethoxy) phenyl]ethanone hydrochloride | HCID 12214393 | — |
| Reactant | 1H-Indene-5-carboxaldehyde, 2,3-dihydro-1-(methoxyimino)- | HCID 73012344 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-{(E)-3-[4-(2-Dimethylamino-ethoxy)-phenyl]-3-oxo-propenyl}-indan-1-one O-methyl oxime | HCID 86595410 | 83% |
Reaction Steps
A solution of the product of Example 1 Step 2 (1.06 g, 5.6 mmol), sodium methoxide (0.750 g, 13.9 mmol) and 1-[4-(2-dimethylaminoethoxy) phenyl]ethanone hydrochloride (1.36 g, 5.6 mmol) (J. H. Short et al., J. Med. Chem. 1965, 8, 223) in methanol (30 ml) and water (1 ml) was heated under reflux for 5 hours. After cooling to room temperature the solid was collected, washed with cold methanol and diethyl ether and dried to give the title compound (1.74 g, 83%); MS(ES+) m/e 378 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07297694B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-887006bc5cfb46bda350c6df0b00d21a |
| Source note | uspto-grants-2007_11 |