Hydrochloric Acid → Ethyl (1,2,3,4-tetrahydro-pyrido[4,3-b]indol-5-yl)-acetate hydrochloride

HRID 2236093Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2236093
C(OC([N:8]1[CH2:26][CH2:25][C:11]2[N:12]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=3[C:10]=2[CH2:9]1)=O)(C)(C)C.[ClH:27]>C(OCC)(=O)C>[ClH:27].[CH2:9]1[C:10]2[C:18]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[N:12]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:11]=2[CH2:25][CH2:26][NH:8]1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 71063767Ethyl (2-tert-butoxycarbonyl-1,2,3,4-tetrahydro-pyrido[4,3-b]indol-5-yl)-acetate

Produkt 1

HCID 71552668Ethyl (1,2,3,4-tetrahydro-pyrido[4,3-b]indol-5-yl)-acetate hydrochlorideAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Versuchsvorschrift

A solution of ethyl (2-tert.-butoxycarbonyl-1,2,3,4-tetrahydro-pyrido[4,3-b]indol-5-yl)-acetate (8.45 g, 23.6 mmol) in ethyl acetate (80 ml) is treated with a solution of 3M HCl in ethyl acetate (39.3 ml). After stirring at room temperature for 3 h, the solvent is removed in vacuo and the residue azeotroped twice with toluene. The crude product is suspended in diethyl ether, filtered off, washed with diethyl ether and dried. Finally, pure title compound is obtained as beige solid (5.49 g) in 79% yield. tR (LC-2) 1.41 min; ESL-MS (positive ion): m/z 259.33 [M+H]+ (calcd 258.32 for C15H18N2O2).

Aufarbeitung

  1. customthe solvent is removed in vacuo
  2. customthe residue azeotroped twice with toluene
  3. filtrationfiltered off
  4. washwashed with diethyl ether
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f773c64b2dfe498e933999e41fe0dbf4
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07714132B2

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