Reaktion #217449

Reaktionsgleichung

stearyl alcohol

isatoic anhydride

1,4-diazabicyclo(2.2.2)octane

dimethylformamide

→

beige solid

Ausbeute 76.0%

Stearyl Anthranilate

Ausbeute 76.0%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeInto a 4 liter beaker equipped with magnetic stirrer
2. 2
   TemperaturThe mixture was then cooled to 50° C.
3. 3
   SonstigeA thick white precipitate formed
4. 4
   Filtrationwhich was filtered
5. 5
   Waschenwashed with 3×1 liter portions of methanol and oven
6. 6
   Sonstigedried at 60° C.

Vorschrift

Into a 4 liter beaker equipped with magnetic stirrer, dropping funnel, and thermometer, was charged stearyl alcohol (270.0 grams, 1.0 mol; obtained from Sigma-Aldrich), isatoic anhydride (244.0 grams, 1.5 mol), 1,4-diazabicyclo(2.2.2)octane (DABCO) (56 grams, 0.5 mol), and dimethylformamide (750 milliliters). The mixture was stirred and heated to 120° C. for a period of about 2 hours. The mixture was then cooled to 50° C., and methanol (3 liters) was added. A thick white precipitate formed, which was filtered and then washed with 3×1 liter portions of methanol and oven dried at 60° C. to yield 295.8 grams of a beige solid at 76 percent yield.

Quelle