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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1358878Generated: November 1, 2026

Imidazole → 1,1,1,2,2-Pentafluoro-5-iodopentane

https://huagongshe.com/reaction/1358878

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantIodineHCID 807—
ReactantTriphenylphosphineHCID 11776—
Reactant4,4,5,5,5-Pentafluoropent-2-en-l-olHCID 54452699—
SolventDichloromethaneHCID 6344—
Product1,1,1,2,2-Pentafluoro-5-iodopentaneHCID 12017057—

Reaction Conditions

Temperature10 °C

Reaction Steps

446 mg of triphenylphosphine is dissolved in 2 cm3 of methylene chloride, cooled down to 10° C., 116 mg of imidazole is added, agitation is carried out for 15 minutes, 431 mg of iodine is added, agitation is carried out for 30 minutes, 0.21 cm3 of 4,4,5,5,5-pentafluoro 2-penten 1-ol is added, agitation is carried out for 4 hours at ambient temperature, the organic phase is washed with a saturated aqueous solution of sodium thiosulphate and a chloromethylenic solution of 4,4,5,5,5-pentafluoro iodopentane is obtained which is used as it is in the continuation of the synthesis. The operation is carried out as indicated in Example 8 Stage F, starting with 618 mg of the thioacetate prepared below in 7 cm3 of methanol and the chloromethylenic solution of the iodated derivative prepared above. 1.2 g of expected product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06596885B2
Source datasetuspto-grants-2003_07
ORD IDord-e5a58db7c5f14516bbbbfb46575fe0b2
Source noteuspto-grants-2003_07