HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-oxo-2,3-dihydro-1H-indene-5-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Indanone, 6-bromo- | HCID 139778 | — |
| Reactant | HCID 178418260 | HCID 178418260 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-oxo-2,3-dihydro-1H-indene-5-carbonitrile | HCID 11030074 | — |
Reaction Steps
2 g of 6-bromo-indanone, 10 ml of dimethylformamide and 3 g of copper cyanide are taken to reflux for 20 hours. At 20° C. the reaction mixture is poured into 40 ml of water and 30 ml of methylene chloride, agitated for 15 minutes and filtered on celite. The filtrate is decanted and re-extracted with methylene chloride. The organic phase is washed with water, dried, brought to dryness under reduced pressure and the residue is chromatographed on silica in a hexane-ethyl acetate mixture as eluant (7-3). 1.03 g of expected product is obtained, M.p.=109° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05180741 |
| Source dataset | uspto-grants-1993_01 |
| ORD ID | ord-c3dcad01213c4bd6936e86a04ea57da0 |
| Source note | uspto-grants-1993_01 |