Trimethylolpropane → HCID 131717147, compound

HRID 1090282Notes

Reaction equation

HRID 1090282 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]>O.C1(C)C=CC(S(O)(=O)=O)=CC=1>[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 106.2%

Reagents, catalysts & solvents 1

HCID 521998p-Toluenesulfonic acid monohydrateCatalyst

Procedure

A reaction vessel equipped with a stirrer, a condenser and a decanter was charged with 500 g (3.42 mol) of diethyl oxalate, 31.3 g (0.23 mol) of trimethylolpropane and 1 g (0.0053 mol) of p-toluenesulfonic acid monohydrate, and mixed at 130° C. for 5 hours. After removing 32.3 g of ethanol, it was then cooled and excess amount of diethyl oxalate was evaporated to obtain 106.1 g of crude triethoxalyltrimethylolpropane (yield 85%).

Workup

  1. customA reaction vessel equipped with a stirrer, a condenser
  2. additionmixed at 130° C. for 5 hours
  3. customAfter removing 32.3 g of ethanol, it
  4. temperaturewas then cooled
  5. customexcess amount of diethyl oxalate was evaporated

Sources & evidence

ORD record
ord-ffbc63c61db146fe88710b5423e955f3
Source dataset
uspto-grants-1992_01
Patent number
US05081183

Reaction notes

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