HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 4-Phenyl-2-indanyl cis-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Phenyl-2,3-dihydro-1H-inden-2-ol | HCID 12942388 | — |
| Reactant | cis-3-(2-Chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarbonyl chloride | HCID 86737382 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-Phenyl-2-indanyl cis-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate | HCID 86737704 | 61.4% |
Reaction Steps
In the manner of Example 12A, the reaction of 1.5 g (0.007 mole) of (+)-4-phenyl-2-indanol (EE≥95%) and 1.77 g (0.007 mole) of (±)-cis-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarbonyl chloride in the presence of 0.7 g (0.009 mole) of pyridine and 20 ml of toluene gave 1.87 g of (+)-4-phenyl-2-indanyl (±)-cis-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate as an oil, EE≥95% (alcohol moiety). The nmr spectrum was consistent with the proposed structure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04417078 |
| Source dataset | uspto-grants-1983_11 |
| ORD ID | ord-295343a3bed44dbab90e6845236962a4 |
| Source note | uspto-grants-1983_11 |