Trifluoroacetic acid → HCID 18707477, compound

HRID 619359Notes

Reaction equation

HRID 619359 reaction equation
C([O:5][P:6]([CH:13]([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[CH:25][CH:24]=2)[CH:16]=1)[F:14])(=[O:12])[O:7]C(C)(C)C)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[C:26]1([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:25]=[CH:24][C:23]([CH2:22][O:21][C:17]2[CH:16]=[C:15]([CH:13]([P:6](=[O:5])([OH:7])[OH:12])[F:14])[CH:20]=[CH:19][CH:18]=2)=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54074160HCID 54074160, compound

Product 1

HCID 18707477HCID 18707477, compoundYield 6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The above fluoromethylphosphonic acid di-tert-butyl ester (1.29 g, 2.7 mmol) was dissolved in dichloromethane (10 ml) and trifluoroacetic acid (2.5 ml) was added and the mixture was stirred at room temperature for 16 h. The mixture was filtered and the filtrate was evaporated in vacuo. The residue was partitioned between ethyl acetate (100 ml) and water (50 ml) and a solid was formed in the aqueous phase. This was filtered off and dried in vacuo at 50° C. affording 55 mg (6%) of the title compound as a solid,

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated in vacuo
  3. customThe residue was partitioned between ethyl acetate (100 ml) and water (50 ml)
  4. customa solid was formed in the aqueous phase
  5. filtrationThis was filtered off
  6. customdried in vacuo at 50° C.

Sources & evidence

ORD record
ord-12d8360b42254df59daa77affdd24490
Source dataset
uspto-grants-1999_09
Patent number
US05958957

Reaction notes

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