反応 #2286295

反応方程式

2-[3,5-dichloro-4-(6-chloro-5-isopropyl-pyridazin-3-yloxy)-phenyl]-ethanol

2-[3,5-Dichloro-4-(6-chloro-5-isopropyl-pyridazin-3-yloxy)-phenyl]-ethanol

Jones Reagent

→

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

収率 95.0%

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

収率 95.0%

溶媒

acetone

反応条件

後処理

1. 1
   その他prepared via standard method) slowly dropwise at −4° C
2. 2
   その他The red reaction mixture
3. 3
   その他was quenched with isopropanol
4. 4
   ろ過The resulting green suspension was filtered through celite
5. 5
   洗浄the celite was washed well with ethyl acetate (600 mL)
6. 6
   洗浄The filtrate was washed with water (600 mL)
7. 7
   その他The organic layer was separated
8. 8
   乾燥dried with magnesium sulfate
9. 9
   ろ過filtered
10. 10
    濃縮concentrated
11. 11
    その他The resulting solid was dried under vacuum overnight

実験手順

A solution of 2-[3,5-dichloro-4-(6-chloro-5-isopropyl-pyridazin-3-yloxy)-phenyl]-ethanol (17) (8.4 g, 23.2 mmol) in acetone (270 mL) was treated with Jones Reagent (34.8 mL of a 2.7 M solution, prepared via standard method) slowly dropwise at −4° C. The resulting red reaction mixture was stirred for 1 h at −3 to 0° C. The red reaction mixture was quenched with isopropanol. The resulting green suspension was filtered through celite and the celite was washed well with ethyl acetate (600 mL). The filtrate was washed with water (600 mL) and a saturated aqueous sodium chloride solution (300 mL). The organic layer was separated, dried with magnesium sulfate, filtered, and concentrated. The resulting solid was dried under vacuum overnight to afford [3,5-dichloro-4-(6-chloro-5-isopropyl-pyridazin-3-yloxy)-phenyl]-acetic acid (18) (8.3 g, 95%) as a white solid; LRMS for C15H15Cl3N2O3 (M+) m/z=377. Molecular Weight=377.6574; Exact Mass=376.0148

出典