HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Cyanide → 2-(2,3-dihydro-1H-inden-5-yl)acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | 5-(Chloromethyl)-2,3-dihydro-1h-indene | HCID 233149 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-(2,3-dihydro-1H-inden-5-yl)acetonitrile | HCID 14819368 | 97% |
Reaction Steps
To a stirred solution of 5-(chloromethyl)-2,3-dihydro-1H-indene (90.0 g, 0.54 mol) in DMSO (500 ml) was added sodium cyanide (54.0 g, 1.08 mol) at 0° C. portion wise. The reaction mixture was then stirred at room temperature for 3 hours. The reaction was quenched with water (1000 ml), extracted with ethyl acetate (3×250 mL). The combined organic layers were washed with brine, dried over Na2SO4 and evaporated in vacuo to afford 2-(2,3-dihydro-1H-inden-5-yl)acetonitrile (82.2 g, 97%), that was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08623905B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-da7194fa1ad14a718058da438e643759 |
| Source note | uspto-grants-2014_01 |