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Potassium Carbonate → 1-(4-Ethynyl-3-methoxyphenyl)-4-methylpiperazine

HRID 1403209
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1403209
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:15]2[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]2)[CH:6]=[CH:7][C:8]=1[C:9]#[C:10][Si](C)(C)C.C(=O)([O-])[O-].[K+].[K+]>CO>[C:9]([C:8]1[CH:7]=[CH:6][C:5]([N:15]2[CH2:16][CH2:17][N:18]([CH3:21])[CH2:19][CH2:20]2)=[CH:4][C:3]=1[O:2][CH3:1])#[CH:10]
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Komponenten

4

Edukt 2

HCID 11430Potassium CarbonateHCID 867252923-Methoxy-4-[(trimethylsilyl)ethynyl]phenyl-4-methylpiperazine

Produkt 1

HCID 712395881-(4-Ethynyl-3-methoxyphenyl)-4-methylpiperazineAusbeute 84,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 1-{3-methoxy-4-[(trimethylsilyl)ethynyl]phenyl-4-methylpiperazine (583 mg, 1.927 mmol) in anhydrous methanol (12 mL) is treated with powdered anhydrous potassium carbonate under stirring at room temperature for 1.5 h. After removing the solvent under vacuum the residue was taken up with EtOAc (80 mL) and water (5 mL). The phases were separated, the organic phase was washed with brine (3×10 mL), water (10 mL), dried over sodium sulfate and the solvent removed under vacuum. The dark oil obtained was purified by chromatography on silica gel (DCM/MeOH/TEA 90/10/0.1) to give the title compound as brownish solid (374 mg, 84.2%).

Aufarbeitung

  1. customAfter removing the solvent under vacuum the residue
  2. customThe phases were separated
  3. washthe organic phase was washed with brine (3×10 mL), water (10 mL)
  4. dry with materialdried over sodium sulfate
  5. customthe solvent removed under vacuum
  6. customThe dark oil obtained
  7. customwas purified by chromatography on silica gel (DCM/MeOH/TEA 90/10/0.1)

Quellen und Nachweise

ORD-Eintrag
ord-a062148cf68948158b9cfee5bdb75259
Quelldatensatz
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08912200B2

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