Water → [(2,4-Difluoro-phenyl)-methyl-amino]-acetic acid methyl ester

HRID 270727Notes

Reaction equation

HRID 270727 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[NH:4][CH3:5].C([O-])([O-])=O.[K+].[K+].Br[CH2:18][C:19]([O:21][CH3:22])=[O:20].O>CN1C(=O)CCC1>[CH3:22][O:21][C:19](=[O:20])[CH2:18][N:4]([C:3]1[CH:6]=[CH:7][C:8]([F:10])=[CH:9][C:2]=1[F:1])[CH3:5]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 27370232,4-difluoro-N-methylaniline

Product 1

HCID 20627003[(2,4-Difluoro-phenyl)-methyl-amino]-acetic acid methyl ester

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

To a mixture of the 2,4-Difluoro-N-methylaniline (Avacado Research Chemical, Heysham UK) (1.43 g, 10 mmole) in NMP, and K2CO3, was added methyl bromoacetate (0.945 ml, 10 mmole) and stirred at room temperature for 24 hours. The reaction mixture was added to water and extracted with ethyl acetate (3×50 ml), the organic extracts were washed 6× with water, dried (MgSO4) and evaporated to give the product as a oil.

Workup

  1. extractionextracted with ethyl acetate (3×50 ml)
  2. washthe organic extracts were washed 6× with water
  3. dry with materialdried (MgSO4)
  4. customevaporated

Sources & evidence

ORD record
ord-0cd90cc2da65448597dfde384bb31d0b
Source dataset
uspto-grants-2008_11
Patent number
US07449581B2

Reaction notes

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