Water → HCID 71246641, compound

HRID 1519101Notes

Reaction equation

HRID 1519101 reaction equation
[CH3:1][O:2][C:3](=[O:21])[C:4]([CH3:20])([NH:6][S:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]([F:19])([F:18])[F:17])(=[O:9])=[O:8])[CH3:5].[CH2:22](I)[CH2:23][CH3:24].O>CN(C=O)C>[CH3:1][O:2][C:3](=[O:21])[C:4]([CH3:5])([N:6]([CH2:22][CH2:23][CH3:24])[S:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]([F:19])([F:17])[F:18])(=[O:8])=[O:9])[CH3:20]

Participants

5

Reactant 3

HCID 962WaterHCID 336431-IodopropaneHCID 71246221HCID 71246221, compound

Product 1

HCID 71246641HCID 71246641, compoundYield 97.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Methyl-2-methyl-2-(2-(trifluoromethyl)phenylsulfonamido)propanoate (310 mg, 0.95 mmol) was dissolved in DMF (8 ml), and added with propyl iodide (0.32 ml, 3.34 mmol) at 0° C., followed by stirring at room temperature for 12 hours. The resultant solution was added with H2O and extracted with EA (×2). The organic solution was washed with H2O, dried with MgSO4, and filtered. Through vacuum distillation, the solvent was removed. The resultant mixture was purified with column chromatography so as to obtain methyl-2-methyl-2-(N-propyl-2-(trifluoromethyl)phenylsulfonamido)propanoate (340 mg, 0.93 mmol, 97%).

Workup

  1. extractionextracted with EA (×2)
  2. washThe organic solution was washed with H2O
  3. dry with materialdried with MgSO4
  4. filtrationfiltered
  5. distillationThrough vacuum distillation
  6. customthe solvent was removed
  7. customThe resultant mixture was purified with column chromatography so as

Sources & evidence

ORD record
ord-039ceb856b2341bfbb3629bee934526a
Source dataset
uspto-grants-2015_07
Patent number
US09073830B2

Reaction notes

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