38202-27-6 → O-(2,4,6-Trimethylbenzenesulfonyl)hydroxylamine

HRID 2272824Notes

Reaction equation

HRID 2272824 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[S:10]([O:13]/[N:14]=C(/OCC)\C)(=[O:12])=[O:11]>O1CCOCC1.O>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[S:10]([O:13][NH2:14])(=[O:11])=[O:12]

Participants

4

Reactant 1

HCID 628244438202-27-6

Product 1

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

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of ethyl (1E)-N-(2,4,6-trimethylphenyl)sulfonyloxyethanimidate (14 g, 49.12 mmol) in 1,4 dioxane (25 mL) is added HClO4 (7.0 mL, 70% in water) at 0° C. and the reaction mixture is stirred at room temperature for 1 hour. The reaction mixture is diluted with water and extracted with DCM (2×50 mL). The combined organic extracts are dried over sodium sulphate and filtered. The crude material is used without further purification (10 g, theoretical yield).

Workup

  1. extractionextracted with DCM (2×50 mL)
  2. dry with materialThe combined organic extracts are dried over sodium sulphate
  3. filtrationfiltered
  4. customThe crude material is used without further purification (10 g, theoretical yield)

Sources & evidence

ORD record
ord-8dc356ed59d54002b31b30a087a83ead
Source dataset
uspto-grants-2015_09
Patent number
US09120793B2

Reaction notes

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