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

HRID 950Notes

Reaction equation

HRID 950 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-b82f52deb4634a4bba0b118b41c64e02
Source dataset
uspto-grants-1998_03
Patent number
US05723470

Reaction notes

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