Benzyl [2-(dimethylcarbamoyl)ethyl]methylcarbamate → N,N,N~3~-Trimethyl-beta-alaninamide

HRID 17416Notes

Reaction equation

HRID 17416 reaction equation
[CH3:1][N:2]([CH3:19])[C:3]([CH2:5][CH2:6][N:7](C)[C:8](=O)OCC1C=CC=CC=1)=[O:4]>O1CCCC1.[C].[Pd]>[CH3:1][N:2]([CH3:19])[C:3](=[O:4])[CH2:5][CH2:6][NH:7][CH3:8]

Participants

4

Reactant 1

HCID 69194413Benzyl [2-(dimethylcarbamoyl)ethyl]methylcarbamate

Product 1

HCID 19957299N,N,N~3~-Trimethyl-beta-alaninamide

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Benzyl [2-(dimethylcarbamoyl)ethyl]methylcarbamate (I-140) (0.62 g, 2.35 mmol) was dissolved in tetrahydrofuran (15 ml), and 10% palladium-carbon (containing about 50% water, 0.15 g) was added, followed by stirring for 16 hours under hydrogen gas atmosphere. The catalyst was removed by filtration, and the solvent was evaporated away under reduced pressure to obtain a yellow oil (0.31, quant.).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was evaporated away under reduced pressure
  3. customto obtain a yellow oil (0.31, quant.)

Sources & evidence

ORD record
ord-18f340d6e2334d4fb769cdcb0966ff03
Source dataset
uspto-grants-2010_06
Patent number
US07737166B2

Reaction notes

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