Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | Lithium cyclohexylisopropylamide | HCID 10877271 | — |
| Reactant | Phosphonic acid, 2-furanyl-, diethyl ester | HCID 12485182 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Diethyl 5-iodo-2-furanphosphonate | HCID 22280644 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07371739B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-dac36a9d6e5e4cdfa57bf148d08e3481 |
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| Source note | uspto-grants-2008_05 |
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