Potassium Carbonate → Ethyl 3-ethynylbenzoate

HRID 1760088

Reaktionsgleichung

Reaktionsgleichung von HRID 1760088
C(=O)([O-])[O-].[K+].[K+].C[Si]([C:11]#[C:12][C:13]1[CH:14]=[C:15]([CH:21]=[CH:22][CH:23]=1)[C:16]([O:18][CH2:19][CH3:20])=[O:17])(C)C>C(O)C>[C:12]([C:13]1[CH:14]=[C:15]([CH:21]=[CH:22][CH:23]=1)[C:16]([O:18][CH2:19][CH3:20])=[O:17])#[CH:11]

Komponenten

4

Edukt 2

HCID 11430Potassium CarbonateHCID 22600505Ethyl 3-((trimethylsilyl)ethynyl)benzoate

Produkt 1

HCID 15540684Ethyl 3-ethynylbenzoateAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Potassium carbonate (583 mg, 4.22 mmol) was added to an ethanol solution (10 ml) of ethyl 3-[(trimethylsilyl)ethynyl]benzoate (1.04 g, 4.22 mmol), and stirred at room temperature for 2 h. The mixture was concentrated, and the residue was dissolved in ethyl acetate. The organic layer was washed with water and then brine, dried over sodium sulfate and concentrated. The residue was purified by silica gel flash column chromatography (eluent: hexane/ethyl acetate=30/1) to give ethyl 3-ethynylbenzoate (96%).

Aufarbeitung

  1. concentrationThe mixture was concentrated
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washThe organic layer was washed with water
  4. dry with materialbrine, dried over sodium sulfate
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel flash column chromatography (eluent: hexane/ethyl acetate=30/1)

Quellen und Nachweise

ORD-Eintrag
ord-2ae273aae2844941bfd776dcc30f0715
Quelldatensatz
uspto-grants-2005_01
Patentnummer
US06838574B1

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