HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Benzeneacetonitrile, 3-(methylthio)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | 1-Chloromethyl-3-methylsulfanylbenzene | HCID 11062887 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Benzeneacetonitrile, 3-(methylthio)- | HCID 11094968 | 91% |
Reaction Steps
To a solution of 1-chloromethyl-3-methylsulfanyl-benzene (26.9 g, 0.156 mol) and 18-crown-6 (2 g, 7.8 mmol) in dry acetonitrile (100 mL) was added potassium cyanide and stirred at room temperature for 48 hours. A precipitate was formed while adding dichloromethane (400 mL). The suspension was filtered, washed with water (2×150 mL), dried (Na2SO4) concentrated and distilled under reduced pressure to give a colorless oil (22.9 g, 91%). MS: 161.9 (M+1−).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06812228B2 |
| Source dataset | uspto-grants-2004_11 |
| ORD ID | ord-3631cd5e396e4de28744f610d300a8da |
| Source note | uspto-grants-2004_11 |