Hydrochloric Acid → 2-(Isopropylsulfonyl)ethanamine

HRID 6817

Reaktionsgleichung

Reaktionsgleichung von HRID 6817
[CH:1]([S:4]([CH2:7][C:8]#[N:9])(=[O:6])=[O:5])([CH3:3])[CH3:2].CSC.B.Cl>C1COCC1>[CH:1]([S:4]([CH2:7][CH2:8][NH2:9])(=[O:6])=[O:5])([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 27785302-(Isopropylsulfonyl)acetonitrileHCID 12423031(Dimethyl sulfide)trihydroboron

Produkt 1

HCID 220177492-(Isopropylsulfonyl)ethanamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Prepared according to Procedure K. 2-iso-Propylsulfonylacetonitrile (0.50 g, 3.39 mmol) was dissolved in THF and warmed to reflux under N2. Borane dimethylsulfide (2M, 1.7 mL, 3.39 mmol) was added dropwise and the reaction was stirred for an additional 40 minutes at reflux. After cooling the reaction to rt, HCl (2 M in MeOH) was added to the reaction slowly due to gas evolution. The volatiles were removed and frexh methanol was added to the resulting residue. Again, the volatiles were removed and the resulting residue was taken up in CH2Cl2 (25 mL) and washed with saturated potassium carbonate (aqueous). The organic layer was dried over sodium sulfate and the volatiles were removed to afford the title compound. GC-MS m/z 152 (MH+).

Aufarbeitung

  1. customPrepared
  2. temperaturewarmed
  3. temperatureto reflux under N2
  4. temperatureat reflux
  5. temperatureAfter cooling
  6. customthe reaction to rt
  7. customThe volatiles were removed
  8. additionfrexh methanol was added to the resulting residue
  9. customAgain, the volatiles were removed
  10. washwashed with saturated potassium carbonate (aqueous)
  11. dry with materialThe organic layer was dried over sodium sulfate
  12. customthe volatiles were removed

Quellen und Nachweise

ORD-Eintrag
ord-50a401181684469192a5170e3a2ba065
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07084147B2

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