Methyl iodide → HCID 54422754, compound

HRID 2226584Notes

Reaction equation

HRID 2226584 reaction equation
[CH2:1]([O:4][C:5](=[O:14])[C@@H:6]([OH:13])[CH2:7][NH:8][S:9]([CH3:12])(=[O:11])=[O:10])[CH:2]=[CH2:3].IC.[C:17](=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:1]([O:4][C:5](=[O:14])[C@@H:6]([OH:13])[CH2:7][N:8]([CH3:17])[S:9]([CH3:12])(=[O:10])=[O:11])[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 54144097HCID 54144097, compound

Product 1

HCID 54422754HCID 54422754, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

(S)-2-Hydroxy-3-((methylsulphonyl)amino)propanoic acid 2-propenyl ester (0.9 g, 4.04 mmol), iodomethane (9 ml) and potassium carbonate (0.64 g) in acetone (50 ml) were heated at reflux for 20 h. The solvent was evaporated and the residue dissolved in water/ethyl acetate. The organic layer was separated, dried (MgSO4) and the solvent evaporated to give the sub-title ester (0.83 g).

Workup

  1. temperatureat reflux for 20 h
  2. customThe solvent was evaporated
  3. dissolutionthe residue dissolved in water/ethyl acetate
  4. customThe organic layer was separated
  5. dry with materialdried (MgSO4)
  6. customthe solvent evaporated

Sources & evidence

ORD record
ord-611978f4ecb94e96906fb18ccea11764
Source dataset
uspto-grants-1994_09
Patent number
US05348978

Reaction notes

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