Ethyl bromoacetate → HCID 131719040, compound

HRID 1647696Notes

Reaction equation

HRID 1647696 reaction equation
[CH2:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1)(=[O:8])=[O:7])[CH2:2][CH2:3][CH3:4].[H-].[Na+].Br[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21]>O1CCCC1>[CH2:23]([O:22][C:20](=[O:21])[CH2:19][N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[S:6]([C:9]1[CH:10]=[CH:11][C:12]([CH3:15])=[CH:13][CH:14]=1)(=[O:7])=[O:8])[CH3:24]

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 24758Sodium hydrideHCID 61285N-Butyl-p-toluenesulfonamide

Product 1

HCID 131719040HCID 131719040, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dissolve N-butyl-4-methyl-benzenesulfonamide (10 mmol) in tetrahydrofuran (50 mL) and treat with sodium hydride (10 mmol). Stir the reaction for 30 minutes and add ethyl bromoacetate (10 mmol). Stir the reaction at reflux for 18 hours. Then add methylene chloride (100 mL) and rinse with water (100 mL), brine (100 mL), dry over anhydrous sodium sulfate, filter and concentrate to provide crude ethyl-[butyl-(toluene-4-sulfonyl)-amino]-acetate.

Workup

  1. customthe reaction for 30 minutes
  2. stirringStir
  3. customthe reaction
  4. temperatureat reflux for 18 hours
  5. washThen add methylene chloride (100 mL) and rinse with water (100 mL), brine (100 mL)
  6. dry with materialdry over anhydrous sodium sulfate
  7. filtrationfilter
  8. concentrationconcentrate

Sources & evidence

ORD record
ord-e72976aed81f4d669f67a3d66ff5cafa
Source dataset
uspto-grants-1995_07
Patent number
US05434145

Reaction notes

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