Hydrogen Peroxide → HCID 67848941, compound

HRID 1741588Notes

Reaction equation

HRID 1741588 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH:7]1S[C:11]2[S:13][C:14]([S:16]([NH2:19])(=[O:18])=[O:17])=[CH:15][C:10]=2[CH:9]([NH:20][C:21](=[O:24])[CH2:22][CH3:23])[CH2:8]1.OO.[O-][S:28]([O-:30])=[O:29].[Na+].[Na+]>CCOC(C)=O.O>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH:7]1[S:28](=[O:30])(=[O:29])[C:11]2[S:13][C:14]([S:16]([NH2:19])(=[O:18])=[O:17])=[CH:15][C:10]=2[CH:9]([NH:20][C:21](=[O:24])[CH2:22][CH3:23])[CH2:8]1

Participants

6

Reactant 3

HCID 784Hydrogen PeroxideHCID 24437Sodium SulfiteHCID 67848936HCID 67848936, compound

Product 1

HCID 67848941HCID 67848941, compoundYield 98.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of 10 (37.3 g, 0.095 mol) in EtOAc (1 l ) under N2 stirred at r.t. was added NaWO4 ·2H2O (2.9 g, 0.009 mol) in H2O (45 mol). After 15 min., 30% H2O2 (27 ml, 0.26 mol) was added dropwise. After addition, the solution was heated at 40° C. After 3.5 h, Na2SO3 (12 g, 0.095 mol) in H2O (12.5 ml) was added until a negative starch iodide test was observed. The layers were separated, extracted with EtOAc (1×) and the organic layers were washed with saturated NaCl, dried, filtered and concentrated to dryness to yield 39.9 g (98%) of 11.

Workup

  1. additionAfter addition
  2. waitAfter 3.5 h
  3. customThe layers were separated
  4. extractionextracted with EtOAc (1×)
  5. washthe organic layers were washed with saturated NaCl
  6. customdried
  7. filtrationfiltered
  8. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-5b47ab8d82cf4b0fbd10b2312a9d5b97
Source dataset
uspto-grants-1994_08
Patent number
US05334591

Reaction notes

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