Potassium Carbonate → HCID 86709374, Verbindung

HRID 2172191Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2172191
C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[OH:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:27]=[CH:26][C:25]([CH:28]=O)=[CH:24][CH:23]=2)=[CH:18][CH:17]=1.[F:30][C:31]([F:47])([F:46])[O:32][C:33]1[CH:45]=[CH:44][C:36]([O:37][CH:38]2[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]2)=[CH:35][CH:34]=1.C(=O)([O-])[O-].[K+].[K+]>ClCCCl>[F:47][C:31]([F:30])([F:46])[O:32][C:33]1[CH:45]=[CH:44][C:36]([O:37][CH:38]2[CH2:39][CH2:40][N:41]([CH2:28][C:25]3[CH:24]=[CH:23][C:22]([C:19]4[CH:18]=[CH:17][C:16]([OH:15])=[CH:21][CH:20]=4)=[CH:27][CH:26]=3)[CH2:42][CH2:43]2)=[CH:35][CH:34]=1

Komponenten

6

Edukt 4

HCID 11430Potassium CarbonateHCID 27592994-(4-hydroxyphenyl)benzaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 161154394-[4-(Trifluoromethoxy)phenoxy]piperidine

Produkt 1

HCID 86709374HCID 86709374, VerbindungAusbeute 68,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

Sodium triacetoxyborohydride (1.69 g) was added to a 1,2-dichloroethane solution (11 ml) of 4′-hydroxybiphenyl-4-carbaldehyde (1.13 g) and 4-(4-trifluoromethoxyphenoxy)piperidine (1.78 g) and stirred at room temperature overnight. A potassium carbonate aqueous solution was added to the reaction mixture, followed by extraction with dichloromethane. The organic layer was washed with water, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:0→0:10) to afford the title compound as a yellow powder (1.73 g).

Aufarbeitung

  1. extractionfollowed by extraction with dichloromethane
  2. washThe organic layer was washed with water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:0→0:10)

Quellen und Nachweise

ORD-Eintrag
ord-4142d366029a4c22b1943b3f75290232
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09051333B2

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