Sodium Hydroxide → HCID 18915902, compound

HRID 1292620Notes

Reaction equation

HRID 1292620 reaction equation
[CH2:1]([O:3][C:4]([NH:6][CH2:7][CH2:8][S:9]([CH2:11][C:12]([O:14]CC)=[O:13])=[O:10])=[O:5])[CH3:2].[OH-].[Na+]>O>[CH2:1]([O:3][C:4]([NH:6][CH2:7][CH2:8][S:9]([CH2:11][C:12]([OH:14])=[O:13])=[O:10])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18915882HCID 18915882, compound

Product 1

HCID 18915902HCID 18915902, compoundYield 68.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

There was added 30 g (0.12 mol) of ethyl 2-[2-(ethoxycarbonylamino)ethylsulfinyl]acetate to a solution of 9.56 g of sodium hydroxide dissolved in 120 ml of water, and the mixture was stirred for 2 hours at room temperature and washed with ethyl acetate. The alkaline phase was separated and acidified with conc. HCl under cooling with ice, and the solvent was removed under reduced pressure. The residue was dissolved in ethanol and the insoluble substance was removed by filtration. The filtrate was removed under reduced pressure, and the residue was dissolved in chloroform and dried over anhydrous sodium sulfate. Then the solvent was removed under reduced pressure to give 18.36 g of white solid. The solid was recrystallized from ethanol-n-hexane (1:1) to give 15.0 g of the titled compound.

Workup

  1. washwashed with ethyl acetate
  2. customThe alkaline phase was separated
  3. temperatureunder cooling with ice
  4. customthe solvent was removed under reduced pressure
  5. dissolutionThe residue was dissolved in ethanol
  6. customthe insoluble substance was removed by filtration
  7. customThe filtrate was removed under reduced pressure
  8. dissolutionthe residue was dissolved in chloroform
  9. dry with materialdried over anhydrous sodium sulfate
  10. customThen the solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-69d7394810474c03878a1165cabccabc
Source dataset
uspto-grants-1998_05
Patent number
US05756822

Reaction notes

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