Water → O-(2,4,6-Trimethylbenzenesulfonyl)hydroxylamine

HRID 1054962Notes

Reaction equation

HRID 1054962 reaction equation
Cl(O)(=O)(=O)=O.[C:6]1([CH3:24])[CH:11]=[C:10]([CH3:12])[CH:9]=[C:8]([CH3:13])[C:7]=1[S:14]([O:17][N:18]=C(OCC)C)(=[O:16])=[O:15].O>C1COCC1>[C:6]1([CH3:24])[CH:11]=[C:10]([CH3:12])[CH:9]=[C:8]([CH3:13])[C:7]=1[S:14]([O:17][NH2:18])(=[O:16])=[O:15]

Participants

5

Reactant 3

HCID 962WaterHCID 24247Perchloric AcidHCID 2724212Ethyl N-[[(2,4,6-trimethylphenyl)sulfonyl]oxy]ethanimidate

Product 1

HCID 11830845O-(2,4,6-Trimethylbenzenesulfonyl)hydroxylamine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

70% aq. perchloric acid (4.34 g, 2.6 ml, 43.2 mmol, Eq: 4.12) was added to ethyl N-mesitylsulfonyloxyacetimidate (2.99 g, 10.5 mmol, Eq: 1.00) in THF (4 ml) at 0° C. The reaction mixture was stirred for 1 h at 0° C. The mixture was poured into water (60 ml) and extracted with CH2Cl2 (20 ml+2×10 ml). The combined organic layers were dried over Na2SO4. The solution was used without further purification in the next step.

Workup

  1. extractionextracted with CH2Cl2 (20 ml+2×10 ml)
  2. dry with materialThe combined organic layers were dried over Na2SO4
  3. customThe solution was used without further purification in the next step

Sources & evidence

ORD record
ord-2e8923cb12934a938461ee3a2d975dde
Source dataset
uspto-grants-2016_07
Patent number
US09394311B2

Reaction notes

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