Sodium Hydroxide → 5-(9-Carboxynona-6,8-dienyl)imidazo[1,5-a]pyridine

HRID 280211Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 280211
C([O:3][C:4]([CH:6]=[CH:7][CH:8]=[CH:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[N:20]2[CH:21]=[N:22][CH:23]=[C:19]2[CH:18]=[CH:17][CH:16]=1)=[O:5])C.[OH-].[Na+]>CO>[C:4]([CH:6]=[CH:7][CH:8]=[CH:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[N:20]2[CH:21]=[N:22][CH:23]=[C:19]2[CH:18]=[CH:17][CH:16]=1)([OH:5])=[O:3]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 540559275-(9-Ethoxycarbonylnona-6,8-dienyl)imidazo[1,5-a]pyridine

Produkt 1

HCID 538731915-(9-Carboxynona-6,8-dienyl)imidazo[1,5-a]pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 6 g 5-(9-ethoxycarbonylnona-6,8-dienyl)imidazo[1,5-a]pyridine in 30 ml of methanol is added 6 ml of 1N sodium hydroxide. The reaction is allowed to stir at room temperature for 3 hours. The methanol is evaporated under reduced pressure and the residue diluted with 15 ml water and the solution adjusted to pH 7 with 1N hydrochloric acid. The solution is extracted with 2×150 ml of ethyl acetate. The combined ethyl acetate extracts are dried over magnesium sulfate, filtered and the solvent evaporated under reduced pressure to yield 5-(9-carboxynona-6,8-dienyl)imidazo[1,5-a]pyridine melting at 120°-122°.

Aufarbeitung

  1. customThe methanol is evaporated under reduced pressure
  2. additionthe residue diluted with 15 ml water
  3. extractionThe solution is extracted with 2×150 ml of ethyl acetate
  4. dry with materialThe combined ethyl acetate extracts are dried over magnesium sulfate
  5. filtrationfiltered
  6. customthe solvent evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-14be7a2dc72749b693db0dc6d469291d
Quelldatensatz
uspto-grants-1986_05
Patentnummer
US04588732

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