Water → {4-[1-(1-Ethoxy-ethoxy)-2-phenylethyl]-1-thiophen-2-yl-cyclohexyl}dimethylamine

HRID 2063720

Reaktionsgleichung

Reaktionsgleichung von HRID 2063720
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[Mg]Br.[CH3:8][N:9]([CH3:32])[C:10]1(C#N)[CH2:15][CH2:14][CH:13]([CH:16]([O:24][CH:25]([O:27][CH2:28][CH3:29])[CH3:26])[CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:12][CH2:11]1.O.[Cl-].[NH4+]>O1CCCC1>[CH2:28]([O:27][CH:25]([O:24][CH:16]([CH:13]1[CH2:14][CH2:15][C:10]([N:9]([CH3:32])[CH3:8])([C:2]2[S:1][CH:5]=[CH:4][CH:3]=2)[CH2:11][CH2:12]1)[CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[CH3:26])[CH3:29]

Komponenten

6

Edukt 4

HCID 962WaterHCID 25517Ammonium ChlorideHCID 698102431-Dimethylamino-4-[1-(1-ethoxy-ethoxy)-2-phenylethyl]cyclohexanecarbonitrileHCID 178418438HCID 178418438, Verbindung

Produkt 1

HCID 66886988{4-[1-(1-Ethoxy-ethoxy)-2-phenylethyl]-1-thiophen-2-yl-cyclohexyl}dimethylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A 1 M solution of 2-thienylmagnesium bromide in tetrahydrofuran (9.25 ml, 9.25 mmol) was added dropwise to a solution of 1-dimethylamino-4-[1-(1-ethoxy-ethoxy)-2-phenylethyl]cyclohexanecarbonitrile (1.06 g, 3.1 mmol) in tetrahydrofuran (15 ml), while cooling with ice and under an argon atmosphere. The mixture was stirred at room temperature for 48 h and water and saturated ammonium chloride solution (10 ml of each) were then added. The phases were separated and the aqueous phase was extracted with diethyl ether (3×10 ml). The combined organic phases were dried with sodium sulfate and concentrated i. vac.

Aufarbeitung

  1. temperaturewhile cooling with ice and under an argon atmosphere
  2. customThe phases were separated
  3. extractionthe aqueous phase was extracted with diethyl ether (3×10 ml)
  4. dry with materialThe combined organic phases were dried with sodium sulfate
  5. concentrationconcentrated i

Quellen und Nachweise

ORD-Eintrag
ord-19de3ed48a564ae88aaf8370da9857a1
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08288406B2

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