Trifluoroacetic acid → 1,2,3,4-Tetrahydro-beta-carboline-9-carboxylic acid 2,2,2-trichloro-ethyl ester

HRID 992415Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 992415
[Cl:1][C:2]([Cl:28])([Cl:27])[CH2:3][O:4][C:5]([N:7]1[C:19]2[CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15][C:14]=2[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2)=[O:6].FC(F)(F)C(O)=O>ClCCl>[Cl:28][C:2]([Cl:1])([Cl:27])[CH2:3][O:4][C:5]([N:7]1[C:19]2[CH2:18][NH:17][CH2:16][CH2:15][C:14]=2[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2)=[O:6]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 698941943,4-Dihydro-1H-beta-carboline-2,9-dicarboxylic acid 2-tert-butyl ester 9-(2,2,2-trichloro-ethyl) ester

Produkt 1

HCID 698961661,2,3,4-Tetrahydro-beta-carboline-9-carboxylic acid 2,2,2-trichloro-ethyl esterAusbeute 82,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

3,4-Dihydro-1H-β-carboline-2,9-dicarboxylic acid 2-tert-butyl ester 9-(2,2,2-trichloro-ethyl) ester (3.53 g) and trifluoroacetic acid (5 ml) in dichloromethane (30 ml) were stirred at room temperature for 1.5 h. The mixture was partitioned between 6N NaOH solution (70 ml) and dichloromethane (50 ml). The dichloromethane was washed with water (50 ml) and dried (MgSO4) then the solvent removed under reduced pressure to give the title compound (2.25 g, 81%) as a yellow solid.

Aufarbeitung

  1. customThe mixture was partitioned between 6N NaOH solution (70 ml) and dichloromethane (50 ml)
  2. washThe dichloromethane was washed with water (50 ml)
  3. dry with materialdried (MgSO4)
  4. customthe solvent removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-657179a64e714290934346fc8e73fb7a
Quelldatensatz
uspto-grants-2002_10
Patentnummer
US06469020B2

Notizen zur Reaktion

Wird geladen…