Trifluoroacetic acid → HCID 22100587, compound

HRID 1457989Notes

Reaction equation

HRID 1457989 reaction equation
[CH2:1]([N:8]1[CH2:12][CH:11]([C:13]2([NH:17]C(OC(C)(C)C)=O)[CH2:16][CH2:15][CH2:14]2)[CH2:10][C:9]1=[O:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29]>>[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29].[NH2:17][C:13]1([CH:11]2[CH2:12][N:8]([CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[C:9](=[O:25])[CH2:10]2)[CH2:16][CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22100535HCID 22100535, compound

Product 1

HCID 22100587HCID 22100587, compound

Procedure

To 5.65 g (16.40 mmol) of 1-benzyl-4-(1-tert-butoxycarbonylaminocyclobutyl)-2-pyrrolidone cooled in an ice bath was added dropwise 50.0 ml of trifluoroacetic acid, followed by 1 hour of stirring at room temperature. Excess reagent was evaporated, and the resulting residue was mixed with toluene and subjected to azeotropic heating to yield the title compound quantitatively as a pale yellow oily substance.

Workup

  1. customExcess reagent was evaporated
  2. additionthe resulting residue was mixed with toluene
  3. temperatureto azeotropic heating

Sources & evidence

ORD record
ord-47ce2d3c21f643d5ba7c9175a3a45e4c
Source dataset
uspto-grants-1998_12
Patent number
US05849757

Reaction notes

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