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

HRID 233437Notes

Reaction equation

HRID 233437 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 HC1 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 HC1 is removed under reduced pressure
  5. customThe white solid is recrystallized from water

Sources & evidence

ORD record
ord-64b33e3d8f594b7e872a68c62134ed10
Source dataset
uspto-grants-1997_01
Patent number
US05593980

Reaction notes

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