Iodoethane → HCID 2967353, compound

HRID 1885625Notes

Reaction equation

HRID 1885625 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12](=[O:13])[CH2:11][CH:10]([C:14]([O:16][CH3:17])=[O:15])[CH2:9]2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:24](I)[CH3:25]>CN(C)C=O>[CH2:24]([O:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:12](=[O:13])[CH2:11][CH:10]([C:14]([O:16][CH3:17])=[O:15])[CH2:9]2)=[CH:6][CH:7]=1)[CH3:25]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 2883518Methyl 1-(4-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylate

Product 1

HCID 2967353HCID 2967353, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

Methyl 1-(4-hydroxyphenyl)-5-oxo-3-pyrrolidinecarboxylate (3.00 g) is dissolved in dimethylformamide (30 ml) and thereto are added potassium carbonate (4.40 g) and ethyl iodide (2.56 ml). The mixture is heated with stirring at 80° C. for 22 hours. The reaction solution is concentrated under reduced pressure and the resulting residue is neutralized by adding thereto water and 1N hydrochloric acid. The precipitated crystal is collected by filtration and washed with water to give the desired product (3.07 g), m.p. 67°-69° C.

Workup

  1. temperatureThe mixture is heated
  2. concentrationThe reaction solution is concentrated under reduced pressure
  3. additionby adding
  4. filtrationThe precipitated crystal is collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-ceb5309d29ea4eca905b751e44b61076
Source dataset
uspto-grants-1992_09
Patent number
US05145865

Reaction notes

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