Hydrochloric Acid → 1-(5-Carboxypentyl)-2-(1-imidazolyl)-3-methylindole hydrochloride

HRID 1719377

Reaktionsgleichung

Reaktionsgleichung von HRID 1719377
C[O:2][C:3]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([CH3:19])=[C:11]1[N:20]1[CH:24]=[CH:23][N:22]=[CH:21]1)=[O:4].[OH-].[Na+].[ClH:27]>C(O)C.C(OCC)C>[ClH:27].[C:3]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([CH3:19])=[C:11]1[N:20]1[CH:24]=[CH:23][N:22]=[CH:21]1)([OH:4])=[O:2]

Komponenten

6

Edukt 3

HCID 313Hydrochloric Acid2×HCID 14798Sodium HydroxideHCID 132808401-(5-Methoxycarbonylpentyl)-2-(1-imidazolyl)-3-methylindole

Produkt 1

HCID 202681941-(5-Carboxypentyl)-2-(1-imidazolyl)-3-methylindole hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittel2×HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A mixture of 1-(5-methoxycarbonylpentyl)-2-(1-imidazolyl)-3-methylindole (1.80 g) and 30 ml of 3N NaOH is stirred at room temperature for 1.3 hours. The resulting clear, yellow solution is neutralized to pH 6 with 2N HCl. The resulting suspension is extracted with ethyl acetate (2×50 ml). The organic extract is washed with a saturated NaCl solution (1×25 ml), dried (MgSO4), filtered, and concentrated in vacuo to give a cream-colored solid. The solid is dissolved in ethanol and the solution treated with 0.6 ml of 6.5N HCl in ethanol. The solution is diluted with diethyl ether and after standing for several hours the precipitate which forms is collected by filtration to give 1-(5-carboxypentyl)-2-(1-imidazolyl)-3-methylindole hydrochloride, m.p. 177.5°-180.5° decomposition.

Aufarbeitung

  1. extractionThe resulting suspension is extracted with ethyl acetate (2×50 ml)
  2. extractionThe organic extract
  3. washis washed with a saturated NaCl solution (1×25 ml)
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customto give a cream-colored solid
  8. waitafter standing for several hours
  9. filtrationthe precipitate which forms is collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-90188c2ea98f4ed7b689613b8d334c9a
Quelldatensatz
uspto-grants-1985_09
Patentnummer
US04539410

Verknüpfte Notizen

Wird geladen…