反応 #2286296

反応方程式

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

収率 65.0%

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

収率 65.0%

溶媒

acetic acid

反応条件

後処理

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

実験手順

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

出典