HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(Quinolin-3-Yl)propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Aminoquinoline | HCID 11375 | — |
| Reactant | Propionyl chloride | HCID 62324 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Carbonate | HCID 10340 | — |
| Product | N-(Quinolin-3-Yl)propanamide | HCID 19032664 | 100.5% |
Reaction Steps
Propionic acid chloride (17 g, 184 mmol) was added at ambient temperature to a solution of 25 g (174 mmol) 3-aminoquinoline and 26 ml triethyl amine in 400 ml dichloromethane. After stirring for 2 hours in 200 ml 10% sodium carbonate was added and the mixture was shaken and separated. The aqueous phase was extracted 3 times with dichloromethane and 3 times with ethyl acetate. The combined organic phases where dried (magnesium sulfate), filtered and evaporated to yield 35.0 g (100%) of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05461061 |
| Source dataset | uspto-grants-1995_10 |
| ORD ID | ord-1f2fb1d6f43546aebf8fad0c3911f017 |
| Source note | uspto-grants-1995_10 |