Methyl 3-(methyl(pentyl)amino)propanoate → N-Methyl-N-pentyl-beta-alanine

HRID 1444845

Reaction equation

HRID 1444845 reaction equation
C[O:2][C:3](=[O:13])[CH2:4][CH2:5][N:6]([CH3:12])[CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]>O>[CH3:12][N:6]([CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[CH2:5][CH2:4][C:3]([OH:13])=[O:2]

Participants

3

Reactant 1

HCID 16726422Methyl 3-(methyl(pentyl)amino)propanoate

Product 1

HCID 16036977N-Methyl-N-pentyl-beta-alanine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

68.8 g (367.4 mmol) N-methyl-N-pentyl-β-alanine methyl ester was hydrolyzed by refluxing with 138 ml water. Water was distilled off and 300 ml diethyl carbonate were added, followed by azeotropic distillation of diethyl carbonate/water (30 ml) to remove residual water. About 290 ml of a diethyl carbonate solution containing 63 g N-methyl-N-pentyl-β-alanine was obtained which could directly be used for the subsequent bisphosphorylation step.

Workup

  1. distillationWater was distilled off
  2. addition300 ml diethyl carbonate were added
  3. distillationfollowed by azeotropic distillation of diethyl carbonate/water (30 ml)
  4. customto remove residual water
  5. additionAbout 290 ml of a diethyl carbonate solution containing 63 g N-methyl-N-pentyl-β-alanine
  6. customwas obtained which

Sources & evidence

ORD record
ord-61203c1e27a947bb92be1994604cf1c6
Source dataset
uspto-grants-2010_02
Patent number
US07662990B2

Linked notes

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