Реакция #217449

ord-dd2ffcd1a88f49b38c951d7c4ce09a70

Уравнение реакции

CCCCCCCCCCCCCCCCCCO
stearyl alcohol
O=c1[nH]c2ccccc2c(=O)o1
isatoic anhydride
C1CN2CCN1CC2
1,4-diazabicyclo(2.2.2)octane
CN(C)C=O
dimethylformamide
CCCCCCCCCCCCCCCCCCOC(=O)c1ccccc1N
beige solid
Выход 76.0%
CCCCCCCCCCCCCCCCCCOC(=O)c1ccccc1N
Stearyl Anthranilate
Выход 76.0%

Растворители

Условия реакции

Температура
120°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеInto a 4 liter beaker equipped with magnetic stirrer
  2. 2
    ТемператураThe mixture was then cooled to 50° C.
  3. 3
    ДругоеA thick white precipitate formed
  4. 4
    Фильтрацияwhich was filtered
  5. 5
    Промывкаwashed with 3×1 liter portions of methanol and oven
  6. 6
    Другоеdried at 60° C.

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07381253B2uspto-grants-2008_06