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

HRID 868947Notes

Reaction equation

HRID 868947 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 with 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 with Na2SO4
  4. filtrationfiltered
  5. additionThe solution containing O-(mesitylsulfonyl)hydroxylamine
  6. customwas used without further purification

Sources & evidence

ORD record
ord-d00c823315be40cc98ae7908a3b1435a
Source dataset
uspto-grants-2015_03
Patent number
US08969349B2

Reaction notes

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