Hydrogen iodide → HCID 66986474, compound

HRID 555189Notes

Reaction equation

HRID 555189 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][CH:7]=[C:6]([CH:12]([P:14](=[O:17])([OH:16])[OH:15])O)[C:5]2=[O:18].I>C(O)(=O)C>[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][CH:7]=[C:6]([CH2:12][P:14](=[O:15])([OH:16])[OH:17])[C:5]2=[O:18]

Participants

4

Reactant 2

HCID 24841Hydrogen iodideHCID 66986537HCID 66986537, compound

Product 1

HCID 66986474HCID 66986474, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
112.5 °C

Procedure

[(6-Hydroxy-4-oxo-4H-chromen-3-yl)hydroxymethyl]phosphonic acid (10 mmol), prepared in accordance with Example 2d), hydroiodic acid (57%) (38 mmol) and red phosphorus (20 mmol) are added to acetic acid (100 ml). This mixture is heated at 110-115° C. until the reaction is complete. The hot reaction mixture is subsequently filtered, and the residue is washed twice with 10 ml of hot acetic acid. The filtrate is decolourised by addition of aqueous Na2SO3 solution. A solid precipitates at temperatures of 6 to 10° C. After filtration, the solid is washed with a little cold water and dried, giving [(6-hydroxy-4-oxo-4H-chromen-3-yl)methyl]phosphonic acid.

Workup

  1. filtrationThe hot reaction mixture is subsequently filtered
  2. washthe residue is washed twice with 10 ml of hot acetic acid
  3. additionThe filtrate is decolourised by addition of aqueous Na2SO3 solution
  4. customA solid precipitates at temperatures of 6 to 10° C
  5. filtrationAfter filtration
  6. washthe solid is washed with a little cold water
  7. customdried

Sources & evidence

ORD record
ord-56d088dd47e345ad8d86e63841d57af5
Source dataset
uspto-grants-2011_11
Patent number
US08052963B2

Reaction notes

Loading…