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 g of product. IR(CHCl3): 2218 cm-1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05185364 |
| Source dataset | uspto-grants-1993_02 |
| ORD ID | ord-ee8420c1e36b4628b1a8d1b663ce039c |
| Source note | uspto-grants-1993_02 |