Iodine → Tris(furan-2-yl)phosphane

HRID 1028917Notes

Reaction equation

HRID 1028917 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[P:6](=O)([C:12]1[O:13][CH:14]=[CH:15][CH:16]=1)[C:7]1[O:8][CH:9]=[CH:10][CH:11]=1.II.C(P(CCCC)CCCC)CCC>C(#N)C.C1COCC1>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[P:6]([C:7]1[O:8][CH:9]=[CH:10][CH:11]=1)[C:12]1[O:13][CH:14]=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 807IodineHCID 13831TributylphosphineHCID 99413Phosphine oxide, tri-2-furanyl-

Product 1

HCID 521585Tris(furan-2-yl)phosphane

Reagents, catalysts & solvents 1

HCID 22177404Acetonitrile tetrahydrofuranSolvent

Procedure

100 mg (0.431 mmol) of tri(2-furyl)phosphine oxide (31P NMR, s, −15.4) were treated with I2 11 mg (43 μmol) and tributylphosphine 180 μL (0.70 mmol) in acetonitrile/THF (1:1 v/v) 2 mL for 19 hours at room temperature, which gave 31P NMR integrated conversion of tri(2-furyl)phosphine (31P NMR, s, −76.5) in ca. 50%.

Sources & evidence

ORD record
ord-3396789b384e4042922bf9b4be38c920
Source dataset
uspto-grants-2014_05
Patent number
US08735629B2

Reaction notes

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