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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1976311Generated: November 2, 2026

Dimethylformamide → (2,3,5,6-tetrafluoro-4-methylphenyl)methyl(1RS)-trans-2,2-dimethyl-3-((E)-1-propenyl)cyclopropanecarboxylate

https://huagongshe.com/reaction/1976311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant1-Bromomethyl-4-methyl-2,3,5,6-tetrafluorobenzeneHCID 2778368—
Reactant(1RS)-trans-2,2-dimethyl-3-((E)-1-propenyl)cyclopropanecarboxylic acidHCID 86756669—
SolventWaterHCID 962—
Product(2,3,5,6-tetrafluoro-4-methylphenyl)methyl(1RS)-trans-2,2-dimethyl-3-((E)-1-propenyl)cyclopropanecarboxylateHCID 8675666890%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture solution of 0.50 g of (1RS)-trans-2,2-dimethyl-3-((E)-1-propenyl)cyclopropanecarboxylic acid, 0.72 g of 1-bromomethyl-2,3,5,6-tetrafluoro-4-methylbenzene and 8 ml of dimethylformamide, 1.0 g of triethylamine was added and the mixture was stirred at 80° C. for 4 hours. After the mixture was cooled to room temperature, water was poured into the mixture and the mixture was extracted with diethyl ether. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (eluent: hexane/ethyl acetate=20/1) to give 0.83 g of (2,3,5,6-tetrafluoro-4-methylphenyl)methyl(1RS)-trans-2,2-dimethyl-3-((E)-1-propenyl)cyclopropanecarboxylate

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06225495B1
Source datasetuspto-grants-2001_05
ORD IDord-024bda9c046d4a68a0512bd78260a400
Source noteuspto-grants-2001_05