1,1-Dimethylethyl (((2,4,6-trimethylphenyl)sulphonyl)oxy)carbamate → O-(2,4,6-Trimethylbenzenesulfonyl)hydroxylamine

HRID 1771994Notes

Reaction equation

HRID 1771994 reaction equation
[C:1]1([CH3:21])[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[C:2]=1[S:9]([O:12][NH:13]C(=O)OC(C)(C)C)(=[O:11])=[O:10]>FC(F)(F)C(O)=O>[C:1]1([CH3:21])[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[C:2]=1[S:9]([O:12][NH2:13])(=[O:11])=[O:10]

Participants

3

Reactant 1

HCID 3592851,1-Dimethylethyl (((2,4,6-trimethylphenyl)sulphonyl)oxy)carbamate

Product 1

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

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of tert-butyl mesitylsulfonyloxycarbamate (3 g, 9.5 mmol) in trifluoroacetic acid (7 mL) was stirred at 10° C. for 40 min, then poured into ice/water (10 mL) and the resulting solid was collected by filtration. The solid was dissolved in DCM (12 mL), dried over Na2SO4, and filtered. The solution containing O-(mesitylsulfonyl)hydroxylamine was used without further purification.

Workup

  1. filtrationthe resulting solid was collected by filtration
  2. dissolutionThe solid was dissolved in DCM (12 mL)
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. additionThe solution containing O-(mesitylsulfonyl)hydroxylamine
  6. customwas used without further purification

Sources & evidence

ORD record
ord-71283541fb6347ba972d845cc5e9288a
Source dataset
uspto-grants-2016_02
Patent number
US09249162B2

Reaction notes

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