HCID 57743033, compound → HCID 67113622, compound

HRID 1926779Notes

Reaction equation

HRID 1926779 reaction equation
[CH2:1]([N:8]1[CH:12](O)[C:11]([CH2:14][C:15]([F:18])([F:17])[F:16])=[CH:10][C:9]1=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)(C)C>[CH2:1]([N:8]1[CH2:12][CH:11]([CH2:14][C:15]([F:17])([F:18])[F:16])[CH2:10][C:9]1=[O:19])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 57743033HCID 57743033, compound

Product 1

HCID 67113622HCID 67113622, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

The crude solution of 1-benzyl-5-hydroxy-4-(2,2,2-trifluoroethyl)-1,5-dihydro-2H-pyrrol-2-one x101 in isopropyl alcohol (40 ml) is added to a suspension of Pd(C) (10%) (0.53 g) in isopropylalcohol (40 ml) and the resulting solution is degassed 3 times with nitrogen. The reaction mixture is stirred under hydrogen (balloon) for 1 day. The Pd(C) is removed by filtration through celite, and the filtrates are concentrated under reduced pressure. Purification by chromatography on silicagel (petroleum ether/ethyl acetate 10/50) affords 1.67 g of 1-benzyl-4-(2,2,2-trifluoroethyl)pyrrolidin-2-one x102.

Workup

  1. customthe resulting solution is degassed 3 times with nitrogen
  2. customThe Pd(C) is removed by filtration through celite
  3. concentrationthe filtrates are concentrated under reduced pressure
  4. customPurification by chromatography on silicagel (petroleum ether/ethyl acetate 10/50)

Sources & evidence

ORD record
ord-c02c763caeea4a55ae8dad8c14c7a445
Source dataset
uspto-grants-2012_05
Patent number
US08183241B2

Reaction notes

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