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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1976310Generated: October 24, 2026

Triphenylphosphine → (2,3,5,6-tetrafluorophenyl)methyl (1R)-trans-2,2-dimethyl-3-((Z)-1-propenyl)cyclopropanecarboxylate

https://huagongshe.com/en/reaction/1976310

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant2,3,5,6-Tetrafluorobenzyl alcoholHCID 2734029—
Reactant(1R)-trans-2,2-dimethyl-3-((Z)-1-propenyl)cyclopropanecarboxylic acidHCID 45084794—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
Product(2,3,5,6-tetrafluorophenyl)methyl (1R)-trans-2,2-dimethyl-3-((Z)-1-propenyl)cyclopropanecarboxylateHCID 2373091393%

Reaction Steps

To a mixture solution of 0.42 g of (1R)-trans-2,2-dimethyl-3-((Z)-1-propenyl)cyclopropanecarboxylic acid, 0.49 g of (2,3,5,6-tetrafluorophenyl)methanol, 0.93 g of triphenylphosphine and 20 ml of tetrahydrofuran, 2.0 ml of 40% toluene solution containing diisopropyl azodicarboxylate was added. After one day, the reaction solution was concentrated under reduced pressure and the residue was subjected to silica gel column chromatography (eluent: hexane/ethyl acetate=20/1) to give 0.80 g of (2,3,5,6-tetrafluorophenyl)methyl (1R)-trans-2,2-dimethyl-3-((Z)-1-propenyl)cyclopropanecarboxylate

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06225495B1
Source datasetuspto-grants-2001_05
ORD IDord-7810489b3e7044ab84a101a158b2368a
Source noteuspto-grants-2001_05