HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acrylonitrile → 7-METHOXY-2H-CHROMENE-3-CARBONITRILE
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acrylonitrile | HCID 7855 | — |
| Reactant | Dabco | HCID 9237 | — |
| Reactant | 2-Hydroxy-4-Methoxybenzaldehyde | HCID 69600 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 7-METHOXY-2H-CHROMENE-3-CARBONITRILE | HCID 12243024 | 72.3% |
Reaction Steps
To 2-hydroxy-4-methoxy-benzaldehyde (10.0 g, 65.72 mmol) and DABCO (1,4-diazabicyclo[2.2.2]octane) (1.84 g, 16.43 mmol) was added acrylonitrile (17.44 g, 328.62 mmol). The reaction mixture was refluxed for 20 h. The reaction mixture was diluted with ethyl acetate and the resulting rheum was separated. The organic phase was washed with a 1 molar solution of NaOH and then with a 1 molar solution of HCl. The organic layer was dried over magnesium sulfate, filtered, and the solvent evaporated under reduced pressure to give the crude product (8.89 g, 72% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969552B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-2ce3dce5884f47b4b22de3754c5dbe51 |
| Source note | uspto-grants-2015_03 |