HuagongsheHuagongshe Chemistry Print Report · For research reference only
Malononitrile → HCID 69039427, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Malononitrile | HCID 8010 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 3-Methoxybenzaldehyde | HCID 11569 | — |
| Reactant | 1H-indol-4-ol | HCID 75421 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 69039427 | HCID 69039427 | 25.1% |
Reaction Steps
To a solution of 4-hydroxyindole (500 mg, 3.76 mmol), 3-methoxybenzaldehyde (511 mg, 3.76 mmol) and malononitrile (250 mg, 3.76 mmol) in ethanol (10 mL) was added piperidine (0.18 mL, 1.62 mmol). The solution was stirred at room temperature overnight and the solvent was removed in vacuo. The crude material was purified by flash column chromatography (3:1 hexane:ethyl acetate) to yield 300 mg (25%) of title compound as white solids. 1H NMR (CDCl3): 8.26 (brs, 1H), 7.26–7.18 (m, 2H), 7.09–7.06 (m, 1H), 6.84–6.74 (m, 4H), 6.65–6.63 (m, 1H), 4.80 (s, 1H), 4.65 (brs, 2H), 3.76 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07053117B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-2269224c5bce435ea18d4675e618376e |
| Source note | uspto-grants-2006_05 |