Diethyl {[3,5-bis(trifluoromethyl)phenyl]methyl}phosphonate → HCID 15818098, compound

HRID 1463574Notes

Reaction equation

HRID 1463574 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:4]=[C:5]([CH:15]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:17]=1)[CH2:6][P:7](=[O:14])([O:11]CC)[O:8]CC>Cl.C(O)C>[F:23][C:2]([F:1])([F:22])[C:3]1[CH:4]=[C:5]([CH:15]=[C:16]([C:18]([F:21])([F:19])[F:20])[CH:17]=1)[CH2:6][P:7](=[O:8])([OH:11])[OH:14]

Participants

4

Reactant 1

HCID 15818097Diethyl {[3,5-bis(trifluoromethyl)phenyl]methyl}phosphonate

Product 1

HCID 15818098HCID 15818098, compoundYield 49.3%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

Diethyl 3,5-bis(trifluoromethyl)benzylphosphonate (1.0 g, 2.7 mmol) in 15 mL of conc hydrochloric acid and 0.5 mL of ethanol was heated at reflux for 72 hours. The mixture was evaporated to an oily residue which crystallized upon standing to give 0.41 g of the product (49% yield) the as a white solid: mp. 206°-208° C.; D.C.I.M.S. [MH+, 309].

Workup

  1. temperatureat reflux for 72 hours
  2. customThe mixture was evaporated to an oily residue which
  3. customcrystallized

Sources & evidence

ORD record
ord-ac9cd42d81d24031ba0d1272d16a818e
Source dataset
uspto-grants-1994_04
Patent number
US05300687

Reaction notes

Loading…