HCID 15341134, compound → HCID 22416495, compound

HRID 1720857Notes

Reaction equation

HRID 1720857 reaction equation
[F:1][C:2]([F:29])([F:28])[C:3]1[CH:4]=[C:5]([CH:9]([P:20](=[O:27])([O:24]CC)[O:21]CC)[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=2)[CH:6]=[CH:7][CH:8]=1>C(O)C.Cl>[F:29][C:2]([F:1])([F:28])[C:3]1[CH:4]=[C:5]([CH:9]([P:20](=[O:21])([OH:27])[OH:24])[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:18])([F:19])[F:17])[CH:11]=2)[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 15341134HCID 15341134, compound

Product 1

HCID 22416495HCID 22416495, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Conditions

Temperature
95 °C

Procedure

O,O-Diethyl bis(3-trifluoromethylphenyl)methylphosphonate (6.12 g, 13.9 mmol) was dissolved in ethanol (220 mL) and 118 mL of concentrated hydrochloric acid. The resulting solution was heated at 95° C. for 66 hours. The mixture was concentrated in volume and a precipitate formed. The solid was filtered, washed with H2O (3×20 mL), and dried to give 3.60 g (67.4%)of analytically pure product as a white solid, mp 191°-193° C. 300 MHz 1H NMR (DMSO-d6): δ,4.78 (d,1H, J=23.4 Hz, PCH). MS: 385 (M+1).

Workup

  1. concentrationThe mixture was concentrated in volume
  2. customa precipitate formed
  3. filtrationThe solid was filtered
  4. washwashed with H2O (3×20 mL)
  5. customdried
  6. customto give 3.60 g (67.4%)of analytically pure product as a white solid, mp 191°-193° C

Sources & evidence

ORD record
ord-aec4a045a62a422d812cfd738f624ed5
Source dataset
uspto-grants-1996_04
Patent number
US05508273

Reaction notes

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