Sodium Hydroxide → HCID 10220448, compound

HRID 2376607Notes

Reaction equation

HRID 2376607 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([P:8](=[O:13])([O:11]C)[O:9]C)=[O:7])=[CH:4][CH:3]=1.[OH-].[Na+]>O1CCOCC1.CO>[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([P:8](=[O:9])([OH:13])[OH:11])=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 527434dimethyl p-chlorobenzoylphosphonate

Product 1

HCID 10220448HCID 10220448, compoundYield 76%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of dimethyl p-chlorobenzoylphosphonate (1 mmol) in dry dioxane (5 ml), BrMe3Si (3 mmol) was added dropwise under magnetic stirring, in nitrogen atmosphere at room temperature. After 5 hours the solvent was removed under vacuum and the brown residue was dissolved in MeOH at 0° C. The solvent was evaporated and a solution of NaOH (1 mmol) in MeOH (5 ml) was added in portions. The white solid was filtered and dried under vacuum. Yield: 76%. NMR, 1H, 7.54 (d, 2 H), 8.11 (d, 2 H); 31P, −1.48 ppm.

Workup

  1. customAfter 5 hours the solvent was removed under vacuum
  2. dissolutionthe brown residue was dissolved in MeOH at 0° C
  3. customThe solvent was evaporated
  4. filtrationThe white solid was filtered
  5. customdried under vacuum

Sources & evidence

ORD record
ord-e5c6690b26d24046889eabd68149d203
Source dataset
uspto-grants-2008_12
Patent number
US07468359B2

Reaction notes

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