Piperidine → HCID 43227153, Verbindung

HRID 632726Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 632726
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[CH:6]=1)=[O:4].[NH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.CCN(C(C)C)C(C)C>C(Cl)(Cl)Cl>[F:11][C:7]1[CH:6]=[C:5]([C:3](=[O:4])[CH2:2][N:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[CH:10]=[CH:9][CH:8]=1

Komponenten

5

Edukt 3

HCID 8082PiperidineHCID 81531DiisopropylethylamineHCID 27374513-Fluorophenacyl bromide

Produkt 1

HCID 43227153HCID 43227153, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A mixture of 2-bromo-1-(3-fluoro-phenyl)-ethanone (5.0 g; 23.04 mmol; 1.0 eq.), piperidine (2.30 ml; 23.04 mmol; 1.0 eq.) and DIEA (4.89 ml; 27.65 mmol; 1.20 eq.) in CHCl3 (100 mL) was heated for reflux overnight. The mixture was partitioned between CHCl3 and saturated aqueous NaHCO3. The separated organic layer was dried over MgSO4, filtered and concentrated. The residue was purified through flash chromatography on silica gel to afford the title compound. LC-MS: 222 (M+H).

Aufarbeitung

  1. temperaturewas heated
  2. temperaturefor reflux overnight
  3. customThe mixture was partitioned between CHCl3 and saturated aqueous NaHCO3
  4. dry with materialThe separated organic layer was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified through flash chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-2da19c8413074eaa81c75190146f05c6
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09321760B2

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