HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → HCID 12851876, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 5-Isoquinolineacetonitrile | HCID 12832771 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 12851876 | HCID 12851876 | 51.6% |
Reaction Steps
5-Cyanomethylisoquinoline (4.9 g), 5.7 g of potassium cyanide and 200 mg of benzyl triethyl ammonium chloride were dissolved in 60 ml of dichloromethane and 12 ml of water. The solution was stirred for 30 minutes, and 8.2 g of benzoyl chloride was added dropwise. The mixture was further stirred for 4 hours. After the reaction, the dichloromethane layer was washed in water, and dried, followed by distilling off the solvent. The residue was recrystallized from ether to afford 4.5 g of 1-cyano-2-benzoyl-5-cyanomethyl-1,2-dihydroisoquinoline as colorless prisms having a melting point of 66.4° to 69.7° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04337256 |
| Source dataset | uspto-grants-1982_06 |
| ORD ID | ord-4532c65c2e22444e9a7376f8f8cfa469 |
| Source note | uspto-grants-1982_06 |