反応 #799100

反応方程式

1,8-octanediol

2,6-dinitrobenzonitrile

DBU

→

desired product

収率 62.3%

2-(8-hydroxyoctyloxy)-6-nitrobenzonitrile

収率 62.3%

溶媒

THF

反応条件

後処理

1. 1
   その他The oily residue was triturated with 10% citric acid/water and solid NaCl
2. 2
   workup.ADDITIONadded
3. 3
   その他The precipitate was collected
4. 4
   洗浄washed with water
5. 5
   その他dried in vacuo
6. 6
   その他purified on silica gel (40% to 100% EtOAc in hexanes)

実験手順

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+).

出典