Methylcyclohexane → HCID 178443865, compound

HRID 1951964Notes

Reaction equation

HRID 1951964 reaction equation
[O-2].[Nd+3:2].[O-2].[O-2].[Nd+3].[Nd].[CH2:7]([CH:9]([CH2:24][CH2:25][CH2:26][CH3:27])[CH2:10][O:11][P:12](=[O:23])([OH:22])[O:13][CH2:14][CH:15]([CH2:20][CH3:21])[CH2:16][CH2:17][CH2:18][CH3:19])[CH3:8].CC1CCCCC1>O.CC(O)=O>[CH2:7]([CH:9]([CH2:24][CH2:25][CH2:26][CH3:27])[CH2:10][O:11][P:12]([O-:23])([O:13][CH2:14][CH:15]([CH2:20][CH3:21])[CH2:16][CH2:17][CH2:18][CH3:19])=[O:22])[CH3:8].[Nd+:2]

Participants

7

Reactant 4

HCID 7962MethylcyclohexaneHCID 9275Bis(2-ethylhexyl) phosphateHCID 23934Neodymium2×HCID 159373Neodymium sesquioxide

Product 1

HCID 178443865HCID 178443865, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolvent3×HCID 962WaterSolvent

Procedure

3.03 g of neodymium oxide containing 72.4% by weight of neodymium, 17.39 g of di(2-ethylhexyl)phosphoric acid (DEHPA), 80 g of methylcyclohexane (MCH) and 0.054 g acetic acid at 99.8% are introduced into a reactor made inert beforehand with argon. This amount of acetic acid corresponds to 0.06 molar equivalent of CH3COOH relative to the neodymium. The mixture is stirred and brought to 80° C. until the presence of solid can no longer be distinguished visually, i.e., in this case, 1 h. The mixture is cooled. Three washes with 20 g of water are successively carried out in order to remove the inorganic residues. Each wash comprises a step of stirring for 30 minutes and then a step of separating by settling out, also for 30 minutes, except for the final separating by settling out, which is for an overnight period. 16 g, 24.2 g and then 17.1 g are thus recovered. The water/MCH azeotrope is subsequently distilled with a Dean Stark apparatus. A solution of neodymium di(2-ethylhexyl)phosphate in MCH, with a clear appearance, is thus obtained. It is characterized by a content of neodymium in solution of 2.3%, a residual free acidity expressed as percentage by weight of DEHPA of 2.65%, and a water content of 77 ppm. In this case, the molar ratios are the following: DEHPA/Nd=0.51 and water/Nd=0.026. The attack yield is 100%.

Workup

  1. custombrought to 80° C. until the presence of solid
  2. customin this case, 1 h
  3. temperatureThe mixture is cooled
  4. customto remove the inorganic residues
  5. stirringof stirring for 30 minutes
  6. customa step of separating
  7. customexcept for the final separating
  8. waitwhich is for an overnight period
  9. custom16 g, 24.2 g and then 17.1 g are thus recovered
  10. distillationThe water/MCH azeotrope is subsequently distilled with a Dean Stark apparatus

Sources & evidence

ORD record
ord-848801a84d6e4ba6864c3179eeb6ee9a
Source dataset
uspto-grants-2013_03
Patent number
US08404821B2

Reaction notes

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