HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzene → 4-Cyclobutyl-3-buten-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | 1-(Triphenylphosphoranylidene)acetone | HCID 15038 | — |
| Reactant | Cyclobutanecarbonyl chloride | HCID 78705 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Cyclobutyl-3-buten-2-one | HCID 56622072 | — |
Reaction Steps
10 parts of cyclobutylcarboxylic acid chloride in tetrahydrofuran is hydrogenated over 10% palladium on carbon catalyst, to provide cyclobutylcarboxaldehyde. 25 parts of triphenylphosphoranylidene-2-propanone and 6.3 parts of the cyclobutylcarboxaldehyde in 60 parts by volume of benzene under nitrogen are refluxed for 8 hours. The solvent is removed by evaporation under reduced pressure to provide 4-cyclobutyl-3-buten-2-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04499296 |
| Source dataset | uspto-grants-1985_02 |
| ORD ID | ord-7418a28804a240dfad2184794433063d |
| Source note | uspto-grants-1985_02 |