Benzyl 1-amino-4,4,4-trifluoro-1-oxobutan-2-ylcarbamate → 2-Amino-4,4,4-trifluorobutanamide

HRID 2201119Notes

Reaction equation

HRID 2201119 reaction equation
[NH2:1][C:2](=[O:20])[CH:3]([NH:9]C(=O)OCC1C=CC=CC=1)[CH2:4][C:5]([F:8])([F:7])[F:6].[H][H]>CO.[Pd]>[NH2:9][CH:3]([CH2:4][C:5]([F:8])([F:7])[F:6])[C:2]([NH2:1])=[O:20]

Participants

5

Reactant 2

HCID 67515558Benzyl 1-amino-4,4,4-trifluoro-1-oxobutan-2-ylcarbamateHCID 178418361HCID 178418361, compound

Product 1

HCID 447173722-Amino-4,4,4-trifluorobutanamideYield 93.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of benzyl 1-amino-4,4,4-trifluoro-1-oxobutan-2-ylcarbamate (175 mg, 0.603 mmol) and Pd—C (10%, 55 mg) in MeOH (5 mL) was hydrogenated under balloon hydrogen for 2 h. The mixture was filtered through celite. The filtrate was concentrated in vacuo to give 2-amino-4,4,4-trifluorobutanamide (88 mg).

Workup

  1. filtrationThe mixture was filtered through celite
  2. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-d9a282c4ce7e4173a232a8f9646d384f
Source dataset
uspto-grants-2016_06
Patent number
US09359375B2

Reaction notes

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