반응 #2286296

반응 방정식

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

수율 65.0%

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

수율 65.0%

용매

acetic acid

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled to room temperature
2. 2
   농축concentrated
3. 3
   workup.ADDITIONThe resulting residue was diluted with methylene chloride (200 mL)
4. 4
   세척was washed with water (150 mL)
5. 5
   기타The organic layer was separated
6. 6
   workup.ADDITIONHexanes (3×200 mL) were added to the residue in portions
7. 7
   농축subsequently concentrated under vacuum
8. 8
   workup.ADDITIONThe resulting semi-solid was diluted with a minimum amount of ether
9. 9
   여과The resulting white solid was filtered
10. 10
    세척washed with cold ether
11. 11
    기타dried under high vacuum overnight

실험 절차

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

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