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

HRID 1615628Notes

Reaction equation

HRID 1615628 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-b64337e3aa994636bc520396c207d306
Source dataset
uspto-grants-2014_07
Patent number
US08765760B2

Reaction notes

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