Triethylamine → Neodymium

HRID 1710303Notes

Reaction equation

HRID 1710303 reaction equation
[CH2:1]([C:5]1[CH:13]=[CH:12][CH:11]=[C:7]([C:8]([OH:10])=[O:9])[C:6]=1[C:14]([OH:16])=[O:15])[CH2:2][CH2:3][CH3:4].C(N(CC)CC)C.[N+]([O-])([O-])=O.[Nd+3:28].[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.C(N(CC)CC)C.C(C1C=CC=C(C(O)=O)C=1C(O)=O)CCC>C(O)C>[Nd:28].[CH2:1]([C:5]1[CH:13]=[CH:12][CH:11]=[C:7]([C:8]([OH:10])=[O:9])[C:6]=1[C:14]([OH:16])=[O:15])[CH2:2][CH2:3][CH3:4]

Participants

7

Reactant 4

HCID 8471Triethylamine2×HCID 10980413Neodymium(3+) hydrate trinitrate2×HCID 139815183-Butylphthalic acid2×HCID 68741096Mono-n-butylphthalic acid-triethylamine salt

Product 2

HCID 23934NeodymiumHCID 139815183-Butylphthalic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent4×

Conditions

Temperature
40 °C

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%).

Workup

  1. customa reactor similar to the above was used
  2. stirringto stir a solution
  3. customobtained
  4. customobtained in 5-1
  5. temperaturewhile maintaining at 30° C. or less
  6. temperatureby cooling in an ice water bath
  7. customwas adjusted to 20° C.
  8. customa solution obtained
  9. stirringwhile stirring
  10. temperaturethe solution was heated to 40° C. for 30 minutes

Sources & evidence

ORD record
ord-3f502ade04384591b6203b31e27cdd69
Source dataset
uspto-grants-2010_09
Patent number
US07790290B2

Reaction notes

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