Hydrochloric Acid → HCID 25052188, Verbindung

HRID 73356

Reaktionsgleichung

Reaktionsgleichung von HRID 73356
C([O:3][C:4](=[O:40])[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([O:20][CH2:21][CH2:22][NH:23][C:24]([O:26][CH2:27][C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)=[O:25])[CH:18]=3)[C:13]([C:34]#[N:35])=[CH:12]2)=[CH:7][C:6]=1[O:36]COC)C.C(O)C.O.[OH-].[Li+].Cl>O.O1CCCC1>[CH2:27]([O:26][C:24]([NH:23][CH2:22][CH2:21][O:20][C:17]1[CH:18]=[C:19]2[C:14]([C:13]([C:34]#[N:35])=[CH:12][N:11]2[C:8]2[CH:9]=[CH:10][C:5]([C:4]([OH:40])=[O:3])=[C:6]([OH:36])[CH:7]=2)=[CH:15][CH:16]=1)=[O:25])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric Acid2×HCID 702EthanolHCID 168937Lithium hydroxide, monohydrateHCID 584372394-[6-(2-Benzyloxycarbonylaminoethyloxy)-3-cyanoindol-1-yl]-2-methoxymethoxy-benzoic acid ethyl ester

Produkt 1

HCID 25052188HCID 25052188, VerbindungAusbeute 79,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 4-[6-(2-benzyloxycarbonylaminoethyloxy)-3-cyanoindol-1-yl]-2-methoxymethoxybenzoic acid ethyl ester (0.14 g) in a mixed solvent of ethanol (2.5 mL), tetrahydrofuran (5 mL), and water (2.5 mL) was added lithium hydroxide mono hydrate (0.03 g), and this mixture was stirred at room temperature for 3 hours. To this reaction mixture was added 2 mol/L hydrochloric acid (0.75 mL), and this mixture was stirred at 50° C. for 5 hours. This reaction mixture was treated 1 mol/L hydrochloric acid (5 mL), and this mixture was concentrated under reduced pressure until this solvent volume became one-third. The precipitated solid was collected by filtration, and washed with water, methanol and ether to give the title compound (0.097 g)

Aufarbeitung

  1. stirringthis mixture was stirred at 50° C. for 5 hours
  2. concentrationthis mixture was concentrated under reduced pressure until this solvent volume
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with water, methanol and ether

Quellen und Nachweise

ORD-Eintrag
ord-c69f05d65d344809817f7a2d846e89b4
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829040B2

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