Acetonitrile → 3-Carboxy-1-(3-trifluoromethylphenyl)-2-pyrrolidinone

HRID 1268373Notes

Reaction equation

HRID 1268373 reaction equation
[C:1]1([C:7]([OH:9])=O)([C:4]([OH:6])=[O:5])[CH2:3][CH2:2]1.[F:10][C:11]([F:20])([F:19])[C:12]1[CH:18]=[CH:17][C:15](N)=[CH:14][CH:13]=1.C(#[N:23])C>>[C:4]([CH:1]1[CH2:2][CH2:3][N:23]([C:14]2[CH:15]=[CH:17][CH:18]=[C:12]([C:11]([F:20])([F:19])[F:10])[CH:13]=2)[C:7]1=[O:9])([OH:6])=[O:5]

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 99644-(Trifluoromethyl)anilineHCID 690171,1-Cyclopropanedicarboxylic acid

Product 1

HCID 155160613-Carboxy-1-(3-trifluoromethylphenyl)-2-pyrrolidinoneYield 38.8%

Procedure

10.0 g of 1,1-cyclopropanedicarboxylic acid and 12.4 g of 4-trifluoromethylaniline were added to 15 ml of acetonitrile, followed by refluxing for 7 hours with heating and stirring. The subsequent operation was conducted in the same manner as in Example 2 to obtain 7.1 g of an intended compound at a yield of 38.8%.

Workup

  1. temperatureby refluxing for 7 hours
  2. temperaturewith heating

Sources & evidence

ORD record
ord-fe6910e3850d4e9fb582925dc8c69c0b
Source dataset
uspto-grants-2003_04
Patent number
US06555694B1

Reaction notes

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