反应 #1702072

反应方程式

5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl-N-methoxy-N-methylamide

ammonium chloride

PhBr

benzene bromide

diethyl ether

benzene bromide

magnesium

iodine

→

5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl phenyl ketone

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   温度After cooling down to room temperature
2. 2
   workup.STIRRINGwhich was then stirred at room temperature for 22 hours
3. 3
   萃取extracted by ethyl acetate
4. 4
   洗涤The organic layer was washed by water
5. 5
   干燥a saturated sodium hydrogen carbonate aq. solution and a saturated saline solution, dried over magnesium sulfate
6. 6
   浓缩concentrated under reduced pressure
7. 7
   其他The crude product was purified by silica gel chromatography

实验过程

The synthesis process is as set forth in the chemical reaction formula below. The PhBr in the reaction path stands for benzene bromide. To benzene bromide (1.17 g, 7.50 mmol) were added anhydrous tetrahydrofuran (10 mL), magnesium (911 mg, 37.5 mol) and iodine, followed by stirring at 80° C. After cooling down to room temperature, the mixture was added to 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl-N-methoxy-N-methylamide (J) (55.0 mg, 0.200 mmol) dissolved in anhydrous diethyl ether (2 mL), which was then stirred at room temperature for 22 hours. The reaction solution was poured into a saturated ammonium chloride aq. solution and extracted by ethyl acetate. The organic layer was washed by water, a saturated sodium hydrogen carbonate aq. solution and a saturated saline solution, dried over magnesium sulfate, and concentrated under reduced pressure. The crude product was purified by silica gel chromatography using hexane/ethyl acetate (2/1) as an elution solvent. The yield was 14.9 mg (25%).

来源