反応 #1925195

反応方程式

methanol

octadecanol

isatoic anhydride

1,4-diazabicyclo[2.2.2]octane

→

stearyl anthranilate

収率 85.0%

溶媒

dimethylformamide

反応条件

後処理

1. 1
   温度the resultant dark solution was heated to 150° C. for 15 minutes
2. 2
   温度The reaction mixture was then cooled to 50° C.
3. 3
   workup.ADDITIONwas added
4. 4
   ろ過followed by vacuum filtration
5. 5
   その他The solid thus obtained
6. 6
   洗浄was washed in the filter funnel with 4×300 milliliter portions of methanol
7. 7
   その他was then dried in air

実験手順

A mixture of octadecanol (270 grams, 1.0 mol; obtained from Sigma-Aldrich Co.), isatoic anhydride (244 grams, 1.5 mol; obtained from Sigma-Aldrich Co.), and 1,4-diazabicyclo[2.2.2]octane (56 grams, 0.50 mol; obtained from Sigma-Aldrich Co.), in 1,000 milliliters of dimethylformamide was stirred and heated to 100° C. in a 4 liter beaker. Vigorous gas evolution occurred. After 10 minutes, the resultant dark solution was heated to 150° C. for 15 minutes. The reaction mixture was then cooled to 50° C. and vigorously stirred while 3,000 milliliters of methanol was added. The resultant suspension was stirred for 0.5 hour, followed by vacuum filtration. The solid thus obtained was washed in the filter funnel with 4×300 milliliter portions of methanol and was then dried in air to give the product stearyl anthranilate as white powder (330.5 grams, 85 percent yield).

出典