HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 363470Generated: October 26, 2026
Dimethylformamide → 6-pentafluoroethyl-2,2-bisfluoromethyl-4-(2-pyridyl)-2H-1-benzopyran
https://huagongshe.com/reaction/363470
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2,2-bisfluoromethyl-6-iodo-4-(2-pyridyl)-2H-1-benzopyran | HCID 21831344 | — |
| Reactant | Propanoic acid, 2,2,3,3,3-pentafluoro-, potassium salt (1:1) | HCID 23667659 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 6-pentafluoroethyl-2,2-bisfluoromethyl-4-(2-pyridyl)-2H-1-benzopyran | HCID 21831315 | 79% |
Reaction Steps
A mixture of 1.11 g of 2,2-bisfluoromethyl-6-iodo-4-(2-pyridyl)-2H-1-benzopyran, 1.17 g of potassium pentafluoropropionate, 1.18 g of copper (I) iodide, 20 ml of N,N-dimethylformamide and 7 ml of toluene was stirred at 160° C. under nitrogen gas atmosphere with heating for 3 hours while toluene was distilled off. Ether and water were added thereto and the mixture was filtered using Celite. The mother liquor was extracted with ether. The organic layer was washed with water and dried. The solvent was distilled off and the resultant residue was purified using silica gel column chromatography (developing solution, MeOH:CH2Cl2 =1:99) to obtain 0.86 g of oily 6-pentafluoroethyl-2,2-bisfluoromethyl-4-(2-pyridyl)-2H-1-benzopyran represented by the following formula.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05874446 |
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| Source dataset | uspto-grants-1999_02 |
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| ORD ID | ord-5266b13bec9d4cc4a935a57f25dcbffd |
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| Source note | uspto-grants-1999_02 |
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