HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → [5-phenoxy-(1,2,4)-thiadiazol-3-yl]-methyl (1R,3R)2,2-dimethyl-3-(2-methyl-1-propenyl)-cyclopropane-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | chrysanthemic acid d-trans-form | HCID 16747 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | 3-Chloromethyl-5-phenoxy-(1,2,4)-thiadiazole | HCID 13106144 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | [5-phenoxy-(1,2,4)-thiadiazol-3-yl]-methyl (1R,3R)2,2-dimethyl-3-(2-methyl-1-propenyl)-cyclopropane-1-carboxylate | HCID 57293778 | 30.9% |
Reaction Steps
A mixture of 4.5 g of 3-chloromethyl-5-phenoxy-(1,2,4)-thiadiazole, 3.7 g of (1R,3R) 2,2-dimethyl-3-(2-methyl-1-propenyl)-cyclopropane-1-carboxylic acid, 50 ml of methyl ethyl ketone, 3.2 g of potassium carbonate and 0.1 gof 1,4,7,10,13,16-hexaoxacyclooctadecane was refluxed for 18 hours and was cooled and filtered. The filtrate was evaporated to dryness under reduced pressure and the residue was chromatographed over silica gel. Elution withbenzene yielded 2.2 g of [5-phenoxy-(1,2,4)-thiadiazol-3-yl]-methyl (1R,3R)2,2-dimethyl-3-(2-methyl-1-propenyl)-cyclopropane-1-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04450169 |
| Source dataset | uspto-grants-1984_05 |
| ORD ID | ord-ec9ce7cad0d84bfcb864028692f5b823 |
| Source note | uspto-grants-1984_05 |