Water → 2-(4-(6-Iodoimidazo(1,2-a)pyridin-2-yl)phenoxy)ethanol

HRID 1873371Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1873371
[O:1]([CH2:19][CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]2[N:29]=[C:30]3[CH:35]=[CH:34][C:33]([I:36])=[CH:32][N:31]3[CH:37]=2)=[CH:24][CH:23]=1)[Si](C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Cl-].[NH4+].O>O1CCCC1.C(#N)C>[OH:1][CH2:19][CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]2[N:29]=[C:30]3[CH:35]=[CH:34][C:33]([I:36])=[CH:32][N:31]3[CH:37]=2)=[CH:24][CH:23]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 25517Ammonium ChlorideHCID 2724141Tetrabutylammonium FluorideHCID 671360362-[4'-(2''-t-Butyldiphenylsiloxyethoxy)phenyl]-6-iodoimidazo[1,2-a]pyridine

Produkt 1

HCID 247570132-(4-(6-Iodoimidazo(1,2-a)pyridin-2-yl)phenoxy)ethanolAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6342AcetonitrileLösungsmittelHCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

368 mg (corresponding to 0.595 mmol) of 2-[4′-(2″-t-butyldiphenylsiloxyethoxy)phenyl]-6-iodoimidazo[1,2-a]pyridine was dissolved in 1.0 mL of tetrahydrofuran (THF), and 0.70 mL of a 1.0 mol/L tetrahydrofuran solution of tetrabutylammoniumfluoride (TBAF) was added thereto. After the reaction mixture was stirred at room temperature for 2 hours, ammonium chloride solution was added, followed by addition of 5.0 mL of water and 2.0 mL of acetonitrile. Then, precipitates were filtered. The filtered precipitates were washed with water and acetonitrile in this order, to obtain 226 mg (corresponding to 0.595 mmol) of 2-[4′-(2″-hydroxyethoxy)phenyl]-6-iodoimidazo[1,2-a]pyridine (FIG. 2-1, Step 5).

Aufarbeitung

  1. customThen, precipitates
  2. filtrationwere filtered
  3. customThe filtered precipitates
  4. washwere washed with water and acetonitrile in this order

Quellen und Nachweise

ORD-Eintrag
ord-e15a1823237c42a4bc75c89cd8964d82
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08303935B2

Notizen zur Reaktion

Wird geladen…