Perchloric Acid → O-(2,4,6-Trimethylbenzenesulfonyl)hydroxylamine

HRID 717854Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 717854
[C:1]1([CH3:19])[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[C:2]=1[S:9]([O:12]/[N:13]=C(\OCC)/C)(=[O:11])=[O:10].O1CCOCC1.Cl(O)(=O)(=O)=O>>[NH2:13][O:12][S:9]([C:2]1[C:3]([CH3:8])=[CH:4][C:5]([CH3:7])=[CH:6][C:1]=1[CH3:19])(=[O:10])=[O:11]

Komponenten

4

Edukt 3

HCID 24247Perchloric AcidHCID 312751,4-DioxaneHCID 5748625ethyl (1E)-N-{[(2,4,6-trimethylphenyl)sulfonyl]oxy}ethanimidate

Produkt 1

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

Versuchsvorschrift

The ethyl (1Z)—N-[(mesitylsulfonyl)oxy]ethanimidoate (5.0 g, 18 mmol) was dissolved in 1,4-dioxane (4.5 mL, 58 mmol) and cooled in an ice bath under nitrogen. Perchloric acid (2.3 mL, 38 mmol) was added drop wise over 3 minutes. The reaction slowly became a thick mixture after 20 minutes. Ice (50 mL) was added to the reaction. The reaction was extracted with ethyl ether. The combined organic layer was washed with brine, dried over potassium carbonate (solid) and the volume was reduced to about 40 mL. LCMS calculated for C9H14NO3S (M+H)+: m/z=216.0. found: 215.9.

Aufarbeitung

  1. temperaturecooled in an ice bath under nitrogen
  2. customThe reaction
  3. customafter 20 minutes
  4. extractionThe reaction was extracted with ethyl ether
  5. washThe combined organic layer was washed with brine
  6. dry with materialdried over potassium carbonate (solid)

Quellen und Nachweise

ORD-Eintrag
ord-bc59a4df20ce41beb91713fada043f37
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09193721B2

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