HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 86739119, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Furfural | HCID 7362 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Ethyl 4-chloroacetoacetate | HCID 69484 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 86739119 | HCID 86739119 | 86.8% |
Reaction Steps
200 g of 4-chloroacetoacetic acid ethyl ester, 125.6 g of freshly distilled furfural, 2.6 ml of piperidine and 7 ml of glacial acetic acid were dissolved in 120 ml of benzene and the solution was boiled for 5 hours, using a water separator. 1 liter of ether was added to the cooled solution and the mixture was then extracted in each case once by shaking with saturated sodium bicarbonate solution, water, 2 M citric acid solution and again with water. After the extract had been dried over magnesium sulphate and concentrated, an oil was obtained and was subjected to incipient distillation under a high vacuum. The product remained as a viscous oil and the E/Z isomer ratio was 4:1. Yield: 86.8%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04416880 |
| Source dataset | uspto-grants-1983_11 |
| ORD ID | ord-3c6f9d6df0c84854941e614c585f2f0f |
| Source note | uspto-grants-1983_11 |