HCID 10220583, compound → Phosphonic acid, (2-naphthalenylmethyl)-

HRID 233435Notes

Reaction equation

HRID 233435 reaction equation
C[O:2][P:3]([CH2:7][C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=1)(=[O:6])[O:4]C>Cl>[CH:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:16]=[CH:17][C:8]=1[CH2:7][P:3](=[O:2])([OH:6])[OH:4]

Participants

3

Reactant 1

HCID 10220583HCID 10220583, compound2×

Product 1

HCID 3696145Phosphonic acid, (2-naphthalenylmethyl)-Yield 44.6%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of (2-naphthalenylmethyl)phosphonic acid dimethyl ester (Compound 4, 520 mg, 2.08 mM) in concentrated hydrochloric acid (15 mL) is heated at reflux temperature for ten hours. The reaction mixture is then cooled and allowed to stand at room temperature until a white precipitate is formed. The reaction is cooled to room temperature and the aqueous HCl is removed at a reduced pressure. The white solid residue is recrystallized from water to give 0.206 g of the title compound as white crystals, mp 234°-236° C. with softening at 225° C.

Workup

  1. temperatureat reflux temperature for ten hours
  2. temperatureThe reaction mixture is then cooled
  3. customto stand at room temperature until a white precipitate
  4. customis formed
  5. customthe aqueous HCl is removed at a reduced pressure
  6. customThe white solid residue is recrystallized from water

Sources & evidence

ORD record
ord-0948b936c6cf44019f483672f89190bf
Source dataset
uspto-grants-1997_01
Patent number
US05593980

Reaction notes

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