Sodium Iodide → [2-(4-Acetylamino-phenyl)-1,3-dioxo-indan-2-yl]-acetic acid ethyl ester

HRID 1375082

Reaktionsgleichung

Reaktionsgleichung von HRID 1375082
[Na].[C:2]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([CH:12]2[C:20](=[O:21])[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13]2=[O:22])=[CH:8][CH:7]=1)(=[O:4])[CH3:3].[I-].[Na+].[CH2:25]([O:27][C:28](=[O:31])[CH2:29]Cl)[CH3:26]>C(O)C.O>[CH2:25]([O:27][C:28](=[O:31])[CH2:29][C:12]1([C:9]2[CH:8]=[CH:7][C:6]([NH:5][C:2](=[O:4])[CH3:3])=[CH:11][CH:10]=2)[C:20](=[O:21])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]1=[O:22])[CH3:26]

Komponenten

7

Edukt 4

HCID 5238Sodium IodideHCID 7751Ethyl chloroacetateHCID 853463N-[4-(1,3-Dioxo-indan-2-yl)-phenyl]-acetamideHCID 5360545Sodium

Produkt 1

HCID 12776985[2-(4-Acetylamino-phenyl)-1,3-dioxo-indan-2-yl]-acetic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A solution of sodium (0.412 g) in absolute ethanol ((200 mL) was treated with 2-(4-acetylaminophenyl)-indan-1,3-dione (5 g, Reference Example 14) then with sodium iodide (2.69 g) and chloroacetic acid ethyl ester (3.6 mL). The mixture was heated at 100° C. for 20 minutes then poured into water (500 mL) and then extracted with ethyl acetate (500 mL). The organic extract was dried over magnesium sulfate and then evaporated to give the title compound (5.25 g) as a pale coloured solid.

Aufarbeitung

  1. extractionextracted with ethyl acetate (500 mL)
  2. extractionThe organic extract
  3. dry with materialwas dried over magnesium sulfate
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-1d706fade44a46c7a9e5e7913c1aa4b0
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07166616B2

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