Ethylene carbonate → HCID 18368290, compound

HRID 379707Notes

Reaction equation

HRID 379707 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[OH:12].C1(=O)O[CH2:16][CH2:15][O:14]1>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[O:12][CH2:16][CH2:15][OH:14]

Participants

5

Reactant 2

HCID 7303Ethylene carbonateHCID 767382-Methoxy-4-nitrophenol

Product 1

HCID 18368290HCID 18368290, compoundYield 93.3%

Reagents, catalysts & solvents 2

HCID 67553Tetrabutylammonium IodideCatalystHCID 6212ChloroformSolvent

Conditions

Temperature
160 °C

Procedure

2-Methoxy-4-nitrophenol (10.2 g), ethylene carbonate (5.66 g) and tetrabutylammonium iodide (2.1 g) were mixed and stirred for 2 hours at 160° C. After being cooled, all solids were dissolved into chloroform (300 ml) and the solution was washed with water (300 ml) two times. The organic layer was dehydrated with anhydrous magnesium sulfate (10 g) and concentrated under vacuum to obtain 2-(2-methoxy-4-nitrophenoxy)ethanol (12.0 g) as yellowish solid.

Workup

  1. temperatureAfter being cooled
  2. washthe solution was washed with water (300 ml) two times
  3. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-bc50ead120b5437e91704b5cf42358d7
Source dataset
uspto-grants-2001_10
Patent number
US06300368B1

Reaction notes

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