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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2222105Generated: October 25, 2026

Iodine → Diethyl 5-iodo-2-furanphosphonate

https://huagongshe.com/reaction/2222105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodineHCID 807—
ReactantLithium cyclohexylisopropylamideHCID 10877271—
ReactantPhosphonic acid, 2-furanyl-, diethyl esterHCID 12485182—
SolventTetrahydrofuranHCID 8028—
ProductDiethyl 5-iodo-2-furanphosphonateHCID 22280644—

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution of diethyl 2-furanphosphonate (prepared as described in Step A, Example 1) (1 mmol) in 2 mL THF was cooled to −78° C. and added to a solution of lithium isopropylcyclohexylamide (LICA) (1 mmol) in 2 mL THF at −78° C. over 20 min. The resulting mixture was stirred −78° C. for 20 min and added into a solution of iodine (1 mmole) in 1 mL TIF at −78° C. over 20 min. The mixture was then stirred at −78° C. for 20 min. Extraction and chromatography provided diethyl 5-iodo-2-furanphosphonate as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07371739B2
Source datasetuspto-grants-2008_05
ORD IDord-dac36a9d6e5e4cdfa57bf148d08e3481
Source noteuspto-grants-2008_05