Hydrochloric Acid → (+/-)-trans-N-[(5-Chloroindol-2-yl)carbonyl]-1,2-cyclohexanediamine hydrochloride

HRID 459473Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 459473
C(O)C.Cl.C(OC([NH:12][C@@H:13]1[CH2:18][CH2:17][CH2:16][CH2:15][C@H:14]1[NH:19][C:20]([C:22]1[NH:23][C:24]2[C:29]([CH:30]=1)=[CH:28][C:27]([Cl:31])=[CH:26][CH:25]=2)=[O:21])=O)(C)(C)C>ClCCl>[ClH:31].[Cl:31][C:27]1[CH:28]=[C:29]2[C:24](=[CH:25][CH:26]=1)[NH:23][C:22]([C:20]([NH:19][C@@H:14]1[CH2:15][CH2:16][CH2:17][CH2:18][C@H:13]1[NH2:12])=[O:21])=[CH:30]2

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 68910309(+/-)-trans-N1-(tert-Butoxycarbonyl)-N2-[(5-chloroindol-2-yl)carbonyl]-1,2-cyclohexanediamine

Produkt 1

HCID 18442870(+/-)-trans-N-[(5-Chloroindol-2-yl)carbonyl]-1,2-cyclohexanediamine hydrochlorideAusbeute 198,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A saturated ethanol solution (100 ml) of hydrochloric acid was added to a solution of (±)-trans-N1-(tert-butoxycarbonyl)-N2-[(5-chloroindol-2-yl)-carbonyl]-1,2-cyclohexanediamine (5.18 g) in dichloromethane (100 ml) at room temperature. After stirring for 2 days, the reaction mixture was concentrated under reduced pressure, diethyl ether (300 ml) was added to the resultant residue, and colorless precipitate formed was collected by filtration and dried to obtain the title compound (4.30 g) as a colorless solid.

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated under reduced pressure, diethyl ether (300 ml)
  2. additionwas added to the resultant residue, and colorless precipitate
  3. customformed
  4. filtrationwas collected by filtration
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-cbf29c6d023345f1ac021a1cdbfe2508
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07192968B2

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