反应 #312624

反应方程式

HCl

Triethylamine

5-Bromo-2,3,4-trifluoro-benzaldehyde

trans-2,6-dimethylmorpholine

→

yellow powder

收率 90.6%

5-Bromo-2-(2,6-dimethyl-morpholin-4-yl)-3,4-difluoro-benzaldehyde

收率 90.6%

溶剂

acetonitrile

反应条件

后处理

1. 1
   温度The mixture was refluxed for 24 hours
2. 2
   其他The acetonitrile was removed by rotoevaporation
3. 3
   过滤the resulting solids were filtered
4. 4
   洗涤washed with water
5. 5
   workup.DISSOLUTIONthen dissolved in THF (100 mL)
6. 6
   干燥The solution was dried over MgSO4
7. 7
   浓缩concentrated to a yellow oil
8. 8
   workup.ADDITIONHexanes were added
9. 9
   浓缩the mixture was re-concentrated

实验过程

5-Bromo-2,3,4-trifluoro-benzaldehyde (10 g, 41.8 mmol) was dissolved in dry acetonitrile (70 mL). Triethylamine (6.4 mL, 46.0 mmol) was added, followed by trans-2,6-dimethylmorpholine (BASF, 5.3 g, 46 mmol). The mixture was refluxed for 24 hours, then cooled to room temperature, and treated with 1N HCl (58 mL). The acetonitrile was removed by rotoevaporation and the resulting solids were filtered, washed with water then dissolved in THF (100 mL). The solution was dried over MgSO4 and concentrated to a yellow oil. Hexanes were added and the mixture was re-concentrated to give 12.66 g of a yellow powder. 1H NMR (400 MHz, CHLOROFORM-d) d ppm 1.26 (d, J=6.4 Hz, 6H), 2.92 (m, 2H), 3.28 (d, J=11.7 Hz, 2H), 4.15 (m, 2H), 7.78 (dd, J=7.2, 2.3 Hz, 2H), 10.32 (s, 4H).

来源