HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → 4-(2-Acetyl-3-oxo-1-butenyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 1,4-Dicyanobenzene | HCID 12172 | — |
| Reactant | Acetylacetone | HCID 31261 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(2-Acetyl-3-oxo-1-butenyl)benzonitrile | HCID 367453 | — |
Reaction Steps
A solution of 4-cyanobenzonitrile (20 g, 0.15 mol), 2,4-pentanedione (17 g, 0.17 mol), piperidine (130 mg, 1.5 mmol) and p-toluene sulfonic acid (260 mg, 1.5 mmol) in toluene (400 ml) is refluxed overnight with a Dean-Stark trap. The solution is concentrated in vacuo and purified over silica gel with cyclohexane/ethyl acetate mixtures as eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08097629B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-177978b6479745208fbd5a3de45c58d4 |
| Source note | uspto-grants-2012_01 |