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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1601410Generated: October 30, 2026

Dimethylformamide → 6-pentafluoroethyl-2,2-bisfluoromethyl-4-(2-pyridyl)-2H-1-benzopyran

https://huagongshe.com/reaction/1601410

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2,2-bisfluoromethyl-6-iodo-4-(2-pyridyl)-2H-1-benzopyranHCID 21831344—
ReactantPropanoic acid, 2,2,3,3,3-pentafluoro-, potassium salt (1:1)HCID 23667659—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventTolueneHCID 1140—
Product6-pentafluoroethyl-2,2-bisfluoromethyl-4-(2-pyridyl)-2H-1-benzopyranHCID 2183131579%

Reaction Conditions

Temperature160 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05977167
Source datasetuspto-grants-1999_11
ORD IDord-f5f1e91235ef4edbb39b57dd501636f8
Source noteuspto-grants-1999_11