Sodium Acetate → HCID 14678277, compound

HRID 1073726Notes

Reaction equation

HRID 1073726 reaction equation
[O:1]1[C:3]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)([CH2:4][N:5]([S:7]([C:10]2[CH:15]=[C:14]([CH3:16])[CH:13]=[CH:12][C:11]=2[CH3:17])(=[O:9])=[O:8])[CH3:6])[CH2:2]1.[C:24]([O-:27])(=[O:26])[CH3:25].[Na+]>C(O)(=O)C>[C:24]([O:27][CH2:2][C:3]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([OH:1])[CH2:4][N:5]([S:7]([C:10]1[CH:15]=[C:14]([CH3:16])[CH:13]=[CH:12][C:11]=1[CH3:17])(=[O:8])=[O:9])[CH3:6])(=[O:26])[CH3:25]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 14229292HCID 14229292, compound

Product 1

HCID 14678277HCID 14678277, compoundYield 57.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 5.30 g of 1,2-epoxy-2-phenyl-3-[N-(2,5-dimethylphenylsulfonyl)-N-methylamino]propane which had been prepared in accordance with Reference Examples 4 to 8, 3.30 g of anhydrous sodium acetate and 50 ml of acetic acid was stirred at 100° to 110° C. for 2 days. After evaporation, the residue was dissolved in 150 ml of benzene, washed subsequently with water, a saturated aqueous sodium bicarbonate and saturated brine, and then dried over anhydrous magnesium sulfate. After evaporation, the residue was purified by silica gel column chromatography (developing solvent: n-hexane-ethyl acetate (5:1)) to obtain 3.60 g of the titled compound.

Workup

  1. customAfter evaporation
  2. dissolutionthe residue was dissolved in 150 ml of benzene
  3. washwashed subsequently with water
  4. dry with materiala saturated aqueous sodium bicarbonate and saturated brine, and then dried over anhydrous magnesium sulfate
  5. customAfter evaporation
  6. customthe residue was purified by silica gel column chromatography (developing solvent: n-hexane-ethyl acetate (5:1))

Sources & evidence

ORD record
ord-88552e5a4dd74e059f1d134cadd499ad
Source dataset
uspto-grants-1990_11
Patent number
US04971620

Reaction notes

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