Trimethylolpropane → HCID 131717147, compound

HRID 1029771Notes

Reaction equation

HRID 1029771 reaction equation
[C:1]([O:8][CH2:9][CH3:10])(=[O:7])[C:2]([O:4]CC)=O.[CH2:11]([C:13]([CH2:18][OH:19])([CH2:16][OH:17])[CH2:14][CH3:15])[OH:12]>C([O-])(=O)CCCCCCCCCCC.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC>[C:2]([C:15]([C:2]([C:1]([O:8][CH2:9][CH3:10])=[O:7])=[O:4])([C:2]([C:1]([O:8][CH2:9][CH3:10])=[O:7])=[O:4])[CH2:14][C:13]([CH2:18][OH:19])([CH2:16][OH:17])[CH2:11][OH:12])([C:1]([O:8][CH2:9][CH3:10])=[O:7])=[O:4]

Participants

4

Reactant 2

HCID 6510TrimethylolpropaneHCID 7268Diethyl Oxalate

Product 1

HCID 131717147HCID 131717147, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 9809426Di-n-butyldilauryltinCatalyst

Procedure

A reaction vessel equipped with a stirrer, a condenser and a decanter was charged with 743.1 g (5 mol) of diethyl oxalate, 56.9 g (0.42 mol) of trimethylolpropane and 0.55 g (0.8 mmol) of dibutyltin dilaurate, and mixed at 130° C. for 5 hours. After removing 58.6 g of ethanol, it was then cooled and excess amount of diethyl oxalate was evaporated to obtain 158.7 g of crude triethoxalyltrimethylolpropane (yield 87%). 1

Workup

  1. customA reaction vessel equipped with a stirrer, a condenser
  2. additionmixed at 130° C. for 5 hours
  3. customAfter removing 58.6 g of ethanol, it
  4. temperaturewas then cooled
  5. customexcess amount of diethyl oxalate was evaporated

Sources & evidence

ORD record
ord-2d18cad5765940b082944ca388d6c32c
Source dataset
uspto-grants-1992_04
Patent number
US05102951

Reaction notes

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