Acetic Acid → 1-trifluoromethyl-2,3,4,9-tetrahydro-1H-beta-carbolin-6-ol hydrochloride

HRID 6741

Reaktionsgleichung

Reaktionsgleichung von HRID 6741
[ClH:1].[NH2:2][CH2:3][CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([OH:14])[CH:12]=2)[NH:7][CH:6]=1.C(O[CH:18](O)[C:19]([F:22])([F:21])[F:20])C.C(O)(=O)C>C(O)C>[ClH:1].[F:20][C:19]([F:22])([F:21])[CH:18]1[C:6]2[NH:7][C:8]3[C:13](=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=3)[C:5]=2[CH2:4][CH2:3][NH:2]1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 9897Ethanol, 1-ethoxy-2,2,2-trifluoro-HCID 160436Serotonin Hydrochloride

Produkt 1

HCID 220185001-trifluoromethyl-2,3,4,9-tetrahydro-1H-beta-carbolin-6-ol hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 3-(2-amino-ethyl)-1H-indol-5-ol hydrochloride (0.5 g), trifluoroacetaldehyde ethyl hemiacetal (0.35 mL), acetic acid (0.32 mL) and ethanol (22.5 mL) was heated at reflux for 16 h. The solvent and excess reagents were evaporated to dryness under vacuum. The residue was washed with diethyl ether to afford 1-trifluoromethyl-2,3,4,9-tetrahydro-1H-β-carbolin-6-ol hydrochloride (0.5 g).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 16 h
  3. customThe solvent and excess reagents were evaporated to dryness under vacuum
  4. washThe residue was washed with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-600460d8babf4f8aadae29babece78a3
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07084154B2

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