HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylsilyl cyanide → 7-Methoxy-4-cyano chrom-3-ene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Reactant | 7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one | HCID 4387510 | — |
| Catalyst | zinc(II)iodide | HCID 9883512 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 7-Methoxy-4-cyano chrom-3-ene | HCID 15023227 | — |
Reaction Steps
7-Methoxy-4-chromanone (7 g) was added to trimethylsilyl cyanide (TMSCN) (7 ml), CH3CN (10 ml) and a catalytic amount of ZnI2 and refluxed for 2 hrs. The reaction was cooled, evaporated to dryness, then isopropyl alcohol saturated with HCl(g) (100 ml) was added and this solution refluxed 2 hrs. The reaction was cooled, evaporated to dryness, and saturated aqueous NaCl added. This was then extracted with CH2Cl2, the organic layer separated, dried (Na2SO4), filtered and evaporated affording 7.1 of product. IR(CHCl3): 2218 cm-1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05140039 |
| Source dataset | uspto-grants-1992_08 |
| ORD ID | ord-2f06263990ee488496d51c1ee94c1194 |
| Source note | uspto-grants-1992_08 |