HCID 54560818, compound → (biphenyl-2-ylmethyl)phosphonic acid

HRID 1440663Notes

Reaction equation

HRID 1440663 reaction equation
C[O:2][P:3]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(=[O:6])[O:4]C>Cl>[C:9]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[CH2:7][P:3](=[O:2])([OH:6])[OH:4]

Participants

3

Reactant 1

HCID 54560818HCID 54560818, compound2×

Product 1

HCID 270094(biphenyl-2-ylmethyl)phosphonic acidYield 64.8%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of ([1,1 '-Biphenyl]-2-ylmethyl)phosphonic acid dimethyl ester (Compound 6, 515 mg, 1.87 mM) in concentrated hydrochloric acid (5 mL) is heated at reflux temperature for six hours. The reaction is then allowed to stand at room temperature until a white precipitate is formed. The aqueous HCl is removed under reduced pressure. The white solid is recrystallized from water to yield 300 mg of title compound as white crystals, mp 168.5°-169° C.

Workup

  1. temperatureat reflux temperature for six hours
  2. customto stand at room temperature until a white precipitate
  3. customis formed
  4. customThe aqueous HCl is removed under reduced pressure
  5. customThe white solid is recrystallized from water

Sources & evidence

ORD record
ord-e380760160d545f4982127e1bd883a38
Source dataset
uspto-grants-1996_03
Patent number
US05500417

Reaction notes

Loading…