Hydrogen Peroxide → Modafinil acid

HRID 230768

Reaktionsgleichung

Reaktionsgleichung von HRID 230768
[CH:1](CC(O)=S)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[OH:19].O[S:21]([OH:24])(=O)=O.OO.[CH:27]([OH:30])([CH3:29])C>O>[CH:1]([S:21]([CH2:29][C:27]([OH:30])=[O:19])=[O:24])([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Komponenten

7

Edukt 5

HCID 784Hydrogen PeroxideHCID 887MethanolHCID 1118Sulfuric AcidHCID 3776IsopropanolHCID 178526172HCID 178526172, Verbindung

Produkt 1

HCID 3085267Modafinil acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A 50 L three-necked round bottom flask equipped with a mechanical stirrer, a 2 L dropping funnel, a nitrogen inlet and an internal temperature probe was charged with benzhydrylthioacetic acid (3.5 kg, 13.54 mol), methanol (14 L) and H2SO4 (72 g) solution in isopropyl alcohol (6.5 L). To this mixture was added 30% H2O2 solution in water (3.75 L) drop wise over 80 minutes maintaining the temperature below 30 degrees C. Reaction mixture was further stirred for 7 hours, which resulted in formation of a crystalline solid. The reaction was monitored using TLC and HPLC. The resulting solid was filtered and washed with water (4.0 L) to give benzhydrylsulfinylacetic acid (2.5 kg) as a colorless solid. The peroxide was quenched with a NaHSO3 solution.

Aufarbeitung

  1. customA 50 L three-necked round bottom flask equipped with a mechanical stirrer
  2. temperaturemaintaining the temperature below 30 degrees C
  3. customReaction mixture
  4. customwhich resulted in formation of a crystalline solid
  5. filtrationThe resulting solid was filtered
  6. washwashed with water (4.0 L)

Quellen und Nachweise

ORD-Eintrag
ord-314723f038fd407cace8ab487be6e5e8
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07566805B2

Verknüpfte Notizen

Wird geladen…