Ethylene Glycol → HCID 21701038, compound

HRID 1596124Notes

Reaction equation

HRID 1596124 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1.[CH2:6](O)[CH2:7]O.[C:10]([O:14][CH2:15][CH2:16][OH:17])(=[O:13])C=C>O1CCCC1>[CH:5]12[S:1][CH:2]([CH:6]=[CH:7]1)[CH2:3][CH:4]2[C:10]([O:14][CH2:15][CH2:16][OH:17])=[O:13]

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 8030ThiopheneHCID 131652-Hydroxyethyl acrylate

Product 1

HCID 21701038HCID 21701038, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

Tetrahydrofuran solvent (500 g), thiophene (1.0 mole), represented by Chemical Formula 2a below, ethylene glycol (0.22 mole) and 2-hydroxyethyl acrylate (1.2 mole), represented by Chemical Formula 3a, are introduced into a 2-liter flask, and the mixture is stirred at 70° C. for 24 hours. After the reaction is completed, the solvent and excess 2-hydroxyethyl acrylate are removed by using a rotary evaporator, and the residue is distilled in vacuo to obtain pure 2-hydroxyethyl 7-thiabicyclo[2.2.1]hept-5-ene-2-carboxylate represented by Chemical Formula 101 below (yield: 80%).

Workup

  1. additionare introduced into a 2-liter flask
  2. customthe solvent and excess 2-hydroxyethyl acrylate are removed
  3. customa rotary evaporator
  4. distillationthe residue is distilled in vacuo

Sources & evidence

ORD record
ord-9d539399a6874bf190a7be489b1f7dc5
Source dataset
uspto-grants-2001_09
Patent number
US06291131B1

Reaction notes

Loading…