HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → Cyclobutyl 2-(2,3-dichlorophenylmethylene)-3-oxobutanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2,3-Dichlorobenzaldehyde | HCID 35745 | — |
| Reactant | Cyclobutyl 3-oxobutanoate | HCID 20189390 | — |
| Catalyst | Piperidine | HCID 8082 | — |
| Catalyst | Hexanoic Acid | HCID 8892 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | Cyclobutyl 2-(2,3-dichlorophenylmethylene)-3-oxobutanoate | HCID 54003830 | — |
Reaction Steps
A solution of 2,3-dichlorobenzaldehyde (1.57 g, 8.9 mmoles), cyclobutyl 3-oxobutanoate (1.4 g, 8.9 mmoles), piperidine (8 drops) and hexanoic acid (11 drops) in dry benzene (100 ml) was heated at reflux for 12 hours using a Dean and Stark apparatus. The solution was allowed to cool to room temperature and the solvent removed in vacuo to leave the crude sub-title compound as an oil 3.5 g. Chromatography on silica eluting with petroleum ether (60°-80° )/ethyl acetate mixtures afforded the sub-title compound as an oil, 1.7 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04686217 |
| Source dataset | uspto-grants-1987_08 |
| ORD ID | ord-40d2eb20fccb43b288debf4e7f21a1c3 |
| Source note | uspto-grants-1987_08 |