Cyclohexane → Lanthanum di(2-ethylhexyl) phosphate

HRID 602851Notes

Reaction equation

HRID 602851 reaction equation
[O-2].[La+3:2].[O-2].[O-2].[La+3].[P:6]([O-:26])([O:17][CH2:18][CH:19]([CH2:24][CH3:25])[CH2:20][CH2:21][CH2:22][CH3:23])([O:8][CH2:9][CH:10]([CH2:15][CH3:16])[CH2:11][CH2:12][CH2:13][CH3:14])=[O:7].C1CCCCC1>O>[P:6]([O-:26])([O:8][CH2:9][CH:10]([CH2:15][CH3:16])[CH2:11][CH2:12][CH2:13][CH3:14])([O:17][CH2:18][CH:19]([CH2:24][CH3:25])[CH2:20][CH2:21][CH2:22][CH3:23])=[O:7].[La+3:2].[CH2:15]([CH:10]([CH2:11][CH2:12][CH2:13][CH3:14])[CH2:9][O:8][P:6]([O-:26])([O:17][CH2:18][CH:19]([CH2:24][CH3:25])[CH2:20][CH2:21][CH2:22][CH3:23])=[O:7])[CH3:16].[CH2:15]([CH:10]([CH2:11][CH2:12][CH2:13][CH3:14])[CH2:9][O:8][P:6]([O-:26])([O:17][CH2:18][CH:19]([CH2:24][CH3:25])[CH2:20][CH2:21][CH2:22][CH3:23])=[O:7])[CH3:16]

Participants

5

Reactant 3

HCID 8078CyclohexaneHCID 150906Lanthanum sesquioxide2×HCID 15302585Bis-(2-ethylhexyl) phosphate2×

Product 1

HCID 18461867Lanthanum di(2-ethylhexyl) phosphate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

To a four neck flask of 200 ml are added 3.26 g (10 mmol) of lanthanum oxide, 19.94 g (60 mmol) of di(2-ethylhexyl) phosphate [Starting Material A] and 85 g of cyclohexane at 20° C. and then 3.33 g of water is added, which are agitated and heated to raise a temperature of a reaction solution to 50° C. Although the agitation is continued at this temperature for 4 hours, the reaction solution becomes whitely clouded. The temperature of the reaction solution is made to 70° C. by gradually heating, and further the agitation is continued at this temperature for 20 hours, but unreacted lanthanum oxide is still alive and the reaction is not completed. The reaction solution is filtered to recover 0.85 g of the unreacted lanthanum oxide. The filtrate is returned to the four neck flask and a reflux dehydrator is mounted thereonto to remove water in the filtrate through azeotropy with cyclohexane to obtain a solution of lanthanum di(2-ethylhexyl) phosphate in hexane. Further, hexane is distilled off under a reduced pressure to obtain 53.5 g of a solution of lanthanum di(2-ethylhexyl) phosphate in hexane having a concentration of about 40%. The analytical results are shown in Table 3.

Workup

  1. temperatureheated
  2. customis made to 70° C.
  3. temperatureby gradually heating
  4. waitfurther the agitation is continued at this temperature for 20 hours
  5. filtrationThe reaction solution is filtered
  6. customto recover 0.85 g of the unreacted lanthanum oxide
  7. customto remove water in the filtrate through azeotropy with cyclohexane

Sources & evidence

ORD record
ord-1fb88c629e9b44f6a06aabbd3e98a087
Source dataset
uspto-grants-2011_03
Patent number
US07906631B2

Reaction notes

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