Hydrochloric Acid → 2,3,3-Trifluoro-2-propenylphosphonic acid

HRID 726130Notes

Reaction equation

HRID 726130 reaction equation
[F:1][C:2](=[C:16]([F:18])[F:17])[CH2:3][P:4](=[O:15])([O:10]C(C)(C)C)[O:5]C(C)(C)C.Cl>CO>[F:1][C:2](=[C:16]([F:18])[F:17])[CH2:3][P:4](=[O:5])([OH:15])[OH:10]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21836488HCID 21836488, compound

Product 1

HCID 218364722,3,3-Trifluoro-2-propenylphosphonic acidYield 45.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The above di-t-butylphosphonate (0.5 g) was dissolved in 3 mL of methanol and treated with 0.5 mL of 3N HCl and allowed to stand at r.t. for 30 min. The solution was concentrated and the residue was redissolved in 10 mL of water and washed with 10 mL of ether. Evaporation of the aqueous layer gave 0.14 g of 2,3,3-trifluoro-2-propenylphosphonic acid as a yellow oil.

Workup

  1. concentrationThe solution was concentrated
  2. dissolutionthe residue was redissolved in 10 mL of water
  3. washwashed with 10 mL of ether
  4. customEvaporation of the aqueous layer

Sources & evidence

ORD record
ord-469e654085a848a8afbcb043cf850303
Source dataset
uspto-grants-1998_01
Patent number
US05708032

Reaction notes

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