反应 #2286296

反应方程式

sodium acetate

[3,5-dichloro-4-(6-chloro-5-isopropyl-pyridazin-3-yloxy)-phenyl]-acetic acid

[3,5-Dichloro-4-(6-chloro-5-isopropyl-pyridazin-3-yloxy)-phenyl]-acetic acid

→

[3,5-dichloro-4-(5-isopropyl-6-oxo-1,6-dihydro-pyridazin-3-yloxy)-phenyl]-acetic acid

收率 65.0%

[3,5-Dichloro-4-(5-isopropyl-6-oxo-1,6-dihydro-pyridazin-3-yloxy)-phenyl]-acetic acid

收率 65.0%

溶剂

acetic acid

反应条件

后处理

1. 1
   温度The reaction mixture was cooled to room temperature
2. 2
   浓缩concentrated
3. 3
   workup.ADDITIONThe resulting residue was diluted with methylene chloride (200 mL)
4. 4
   洗涤was washed with water (150 mL)
5. 5
   其他The organic layer was separated
6. 6
   workup.ADDITIONHexanes (3×200 mL) were added to the residue in portions
7. 7
   浓缩subsequently concentrated under vacuum
8. 8
   workup.ADDITIONThe resulting semi-solid was diluted with a minimum amount of ether
9. 9
   过滤The resulting white solid was filtered
10. 10
    洗涤washed with cold ether
11. 11
    其他dried under high vacuum overnight

实验过程

A mixture of glacial acetic acid (200 mL), sodium acetate (6.1 g, 74.4 mmol) and [3,5-dichloro-4-(6-chloro-5-isopropyl-pyridazin-3-yloxy)-phenyl]-acetic acid (18) (8.3 g, 21.96 mmol) was heated to 125° C. for 24 h. The reaction mixture was cooled to room temperature and concentrated. The resulting residue was diluted with methylene chloride (200 mL) and was washed with water (150 mL). The organic layer was separated. Hexanes (3×200 mL) were added to the residue in portions and then subsequently concentrated under vacuum. The resulting semi-solid was diluted with a minimum amount of ether, scratched, and slurried. The resulting white solid was filtered, washed with cold ether and dried under high vacuum overnight to afford [3,5-dichloro-4-(5-isopropyl-6-oxo-1,6-dihydro-pyridazin-3-yloxy)-phenyl]-acetic acid (19) (5.1 g, 65%) as a white solid; LRMS for C15H14Cl2N2O4 (M+) m/z=357. Molecular Weight=357.1958; Exact Mass=356.0331

来源