反应 #2286295

反应方程式

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

收率 95.0%

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

收率 95.0%

溶剂

acetone

反应条件

后处理

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

实验过程

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

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