Propylene Oxide → N-(2-hydroxypropyl)-N-methylmethanesulfonamide

HRID 1249108

Reaktionsgleichung

Reaktionsgleichung von HRID 1249108
[CH3:1][NH:2][S:3]([CH3:6])(=[O:5])=[O:4].[CH2:7]1[O:10][CH:8]1[CH3:9]>C(O)(C)(C)C>[CH3:1][N:2]([CH2:7][CH:8]([OH:10])[CH3:9])[S:3]([CH3:6])(=[O:5])=[O:4]

Komponenten

4

Edukt 2

HCID 6378Propylene OxideHCID 97632N-Methylmethanesulfonamide

Produkt 1

HCID 20224904N-(2-hydroxypropyl)-N-methylmethanesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6386tert-ButanolLösungsmittel

Versuchsvorschrift

N-Methylmethanesulfonamide (21.8 grams; 0.2 mol), t-butylalcohol (50 ml) sodium hydride (0.5 grams; 50% in mineral oil), and propylene oxide (11.6 grams; 0.2 mol) were placed into a 3-necked glass reaction flask equipped with stopper, stirrer, thermometer, and reflux condenser. The mixture was heated at 50°-60° C. for three hours, cooled, and concentrated on a rotoevaporator. The concentrate was neutralized with concentrated hydrochloric acid (1 ml) and distilled under reduced pressure. Fractions 4 and 5 (13.2 grams; boiling point (140°-142° C./1.5 mm Hg) analyzed for the described product as follows:

Aufarbeitung

  1. customequipped with stopper, stirrer
  2. temperaturethermometer, and reflux condenser
  3. temperatureThe mixture was heated at 50°-60° C. for three hours
  4. temperaturecooled
  5. concentrationconcentrated on a rotoevaporator
  6. distillationdistilled under reduced pressure
  7. custompoint (140°-142° C./1.5 mm Hg)

Quellen und Nachweise

ORD-Eintrag
ord-b86e829853b64c8db56ae09c08e5a56b
Quelldatensatz
uspto-grants-1986_12
Patentnummer
US04629497

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