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Chemical Structure| 856335-90-5 Chemical Structure| 856335-90-5

Structure of 856335-90-5

Chemical Structure| 856335-90-5

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Product Details of [ 856335-90-5 ]

CAS No. :856335-90-5
Formula : C2H4O5
M.W : 108.05
SMILES Code : O=C(O)C(O)=O.[H]O[H]

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Application In Synthesis of [ 856335-90-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 856335-90-5 ]

[ 856335-90-5 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 6386-39-6 ]
  • [ 51590-67-1 ]
  • [ 856335-90-5 ]
  • [ 36443-68-2 ]
YieldReaction ConditionsOperation in experiment
95% With nitrogen In water; toluene; 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (2)
Into a 1-liter four-necked flask equipped with a stirrer, a condenser, a thermometer, and a nitrogen introducing tube were introduced 327.9 g (1.31 moles) of methyl 3-(3-tert-butyl-4-hydroxy-5-methylphenyl) propionate, 85.6 g (0.57 mole) of triethylene glycol, and 0.9 g (0.00431 mole) of monobutyltin oxide.
The mixture was allowed to react at 170° C. for 1 hour, and the resulting methanol was distilled off.
The reaction was continued for further 8 hours under a reduced pressure of 60-70 mmHg while bubbling nitrogen gas into the solution and thus completed.
Excess methyl 3-(3-tert-butyl-4-hydroxy-5-methylphenyl) propionate was distilled off in an amount of 40.5 g at 150°-185° C. under 0.5 -0.2 mmHg by thin film distillation.
This distillate can be reused, as it is, for the next reaction.
Then, the reaction mixture was cooled to 115° C. and returned to atmospheric pressure by the introduction of nitrogen gas, and dissolved homogeneously by adding 260 g of toluene.
The solution was washed with 200 g (0.11 mole) of 5percent oxalic acid water at 80° C. and then with 200 g of water twice for partitioning to two layers.
The toluene layer was concentrated at 120° C. under 30 mmHg to give a pale yellow tacky substance.
The pale yellow tacky substance so obtained was recrystallized from methanol-water to Yield 317.8 g of white crystals of triethylene glycol bis[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionate] as intended. Yield: 95percent, residual tin content: 2 ppm.
References: [1] Patent: US5081280, 1992, A, .
[2] Patent: US5081280, 1992, A, .
 

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