Reaction #1797485

ord-3f502ade04384591b6203b31e27cdd69

Reaction equation

O=[N+]([O-])[O-].O=[N+]([O-])[O-].O=[N+]([O-])[O-].[Nd+3]
neodymium nitrate
CCN(CC)CC
triethylamine
CCCCc1cccc(C(=O)O)c1C(=O)O.CCN(CC)CC
mono-n-butylphthalic acid-triethylamine salt
CCCCc1cccc(C(=O)O)c1C(=O)O
mono-n-butylphthalic acid
CCCCc1cccc(C(=O)O)c1C(=O)O
mono-n-butylphthalic acid
O=[N+]([O-])[O-].O=[N+]([O-])[O-].O=[N+]([O-])[O-].[Nd+3]
neodymium nitrate
CCN(CC)CC
triethylamine
CCCCc1cccc(C(=O)O)c1C(=O)O
mono-n-butylphthalic acid
[Nd]
neodymium

Conditions

Temperature
40°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Othera reactor similar to the above was used
  2. 2
    workup.STIRRINGto stir a solution
  3. 3
    Otherobtained
  4. 4
    Otherobtained in 5-1
  5. 5
    Temperaturewhile maintaining at 30° C. or less
  6. 6
    Temperatureby cooling in an ice water bath
  7. 7
    Otherwas adjusted to 20° C.
  8. 8
    Othera solution obtained
  9. 9
    workup.STIRRINGwhile stirring
  10. 10
    Temperaturethe solution was heated to 40° C. for 30 minutes

Procedure

The mono-n-butylphthalic acid obtained in 5-1 was formed into a triethylamine salt in anhydrous ethanol, after which an ethanol solution of neodymium nitrate was added while stirring. That is, a reactor similar to the above was used to stir a solution obtained by adding 30 ml of an anhydrous ethanol to 68.1 g of the mono-n-butylphthalic acid obtained in 5-1, while dripping 30.4 g of triethylamine while maintaining at 30° C. or less by cooling in an ice water bath. After dripping, the solution was heated for 30 minutes at 40° C. to prepare a synthesis solution of mono-n-butylphthalic acid-triethylamine salt. Next, this synthesis solution was adjusted to 20° C., and a solution obtained by dissolving 43.8 g of neodymium nitrate into 100 ml of ethanol was dripped in while stirring. After dripping, the solution was heated to 40° C. for 30 minutes, to produce a synthesis solution of a neodymium salt of mono-n-butylphthalic acid. Then, ethanol was distilled from this synthesis solution to concentrate, 150 ml of chloroform and 200 ml of water were added to the concentrate and stirred, and the resulting neodymium salt of mono-n-butylphthalic acid was extracted and washed. After further washing this chloroform solution with, water twice, the chloroform was distilled out. The solid obtained by distillation was crushed, then dried under reduced pressure at 50° C. to obtain 72.9 g of a neodymium salt of mono-n-butylphthalic acid (yield 90%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07790290B2uspto-grants-2010_09