تفاعل #799100

معادلة التفاعل

1,8-octanediol

2,6-dinitrobenzonitrile

DBU

→

desired product

المردود 62.3%

2-(8-hydroxyoctyloxy)-6-nitrobenzonitrile

المردود 62.3%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىThe oily residue was triturated with 10% citric acid/water and solid NaCl
2. 2
   workup.ADDITIONadded
3. 3
   أخرىThe precipitate was collected
4. 4
   غسيلwashed with water
5. 5
   أخرىdried in vacuo
6. 6
   أخرىpurified on silica gel (40% to 100% EtOAc in hexanes)

الإجراء التجريبي

To a solution of 1,8-octanediol (3.87 mmol, 566 mg) in THF (dry, 10 mL) was added 2,6-dinitrobenzonitrile (1.29 mmol, 250 mg) and DBU (1.30 mmol, 194 μL). The reaction mixture was stirred for 24 hours at room temperature an evaporated. The oily residue was triturated with 10% citric acid/water and solid NaCl added. The precipitate was collected, washed with water, dried in vacuo and purified on silica gel (40% to 100% EtOAc in hexanes) to give the desired product (235 mg, 62.3%) as a pinkish solid. MS 293 (MH+).

المصدر