HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 18076197, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,2,3,4-Tetrahydroquinoline | HCID 69460 | — |
| Reactant | 3-Cyanobenzoyl chloride | HCID 308483 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 18076197 | HCID 18076197 | 87.3% |
Reaction Steps
1,2,3,4-tetrahydroquinoline (4.2 g, 31 mmol) was added dropwise to a solution of 3-cyanobenzoyl chloride (5.2 g, 31 mmol) and triethylamine (3.1 g, 31 mmol) in dichloromethane (125 ml) while cooling in an ice/water bath. The mixture was allowed to warm to RT and stirred for 18 h. It was washed with 0.3M potassium hydrogen sulphate solution, saturated sodium hydrogen carbonate solution and brine. The organic phase was filtered through phase separation paper and reduced to yield 1-(3-cyanobenzoyl)-1,2,3,4-tetrahydroquinoline (7.1 g, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07365065B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-48451030296e458e9e4fdc676d361efd |
| Source note | uspto-grants-2008_04 |