HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → (trans)Cyan-(3,4-dimethyl-cyclopentylidene)-acetic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ethyl cyanoacetate | HCID 7764 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | rel-(3R,4R)-3,4-Dimethylcyclopentanone | HCID 643073 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (trans)Cyan-(3,4-dimethyl-cyclopentylidene)-acetic acid ethyl ester | HCID 12970148 | 93% |
Reaction Steps
Trans-3,4-dimethyl cyclopentanone (2.91 g, 25.94 mmol), ethyl cyanoacetate (2.93 g, 25.93 mmol), ammonium acetate (0.20 g, 2.60 mmol), and acetic acid (0.31 g, 5.17 mmol) were heated together in refluxing toluene under a Dean-Stark trap for 24 hours. After cooling and filtration through kieselguhr, evaporation gave the required product as an off-white solid (5.0 g, 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07138542B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-c5329fa759864d49a198102a67b8cde1 |
| Source note | uspto-grants-2006_11 |