Sulfuric Acid → Methyl 1-(4-fluorophenyl)-5-oxopyrrolidine-3-carboxylate

HRID 2194836Notes

Reaction equation

HRID 2194836 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12](=[O:13])[CH2:11][CH:10]([C:14]([OH:16])=[O:15])[CH2:9]2)=[CH:4][CH:3]=1.[CH2:17](Cl)Cl.OS(O)(=O)=O>CO>[F: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

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 6344DichloromethaneHCID 29126521-(4-Fluorophenyl)-5-oxopyrrolidine-3-carboxylic acid

Product 1

HCID 2969493Methyl 1-(4-fluorophenyl)-5-oxopyrrolidine-3-carboxylate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 1-(4-fluorophenyl)-5-oxopyrrolidine-3-carboxylic acid 51 was added 80 mL of CH2Cl2, 30 mL of MeOH, and 1.0 mL of concentrated H2SO4. After heating at reflux overnight, the mixture concentrated and triturated with water to give methyl 1-(4-fluorophenyl)-5-oxopyrrolidine-3-carboxylate 52.

Workup

  1. temperatureAfter heating
  2. temperatureat reflux overnight
  3. concentrationthe mixture concentrated
  4. customtriturated with water

Sources & evidence

ORD record
ord-2cc664b3ae924667a33cba9c70007ba2
Source dataset
uspto-grants-2012_12
Patent number
US08334317B2

Reaction notes

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