HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 86754278, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | (1RS)-cis-3-(Z-2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarbonyl chloride | HCID 11334477 | — |
| Reactant | (RS)-3-allyl-3-cyclopenten-1-ol | HCID 53659626 | — |
| Catalyst | 2,6-Di-tert-butyl-4-methylphenol | HCID 31404 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86754278 | HCID 86754278 | 78.3% |
Reaction Steps
To a mixture of (RS)-3-(2-propenyl)-3-cyclopenten-1-ol (115 mg), 2,6-di-tert-butyl-4-methylphenol (5 mg), pyridine (100 mg) and toluene (10 ml), (IRS)-cis-3-(Z-2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarbonyl chloride (239 mg) was added under ice-cooling. The resulting reaction mixture was further allowed to react for 8 hours at room temperature. Then the reaction mixture was subjected to the same post-treatment as in Example 1 to afford 250 mg of (RS)-3-(2-propenyl)-3-cyclopenten-1-yl (IRS)-cis-3-(Z-2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate (Compound No. 35). Yield 77% nD25 1.4713
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05925676 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-fd29f975842f43389d93b950ace78670 |
| Source note | uspto-grants-1999_07 |