Potassium Carbonate → HCID 68871299, Verbindung

HRID 2112039Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2112039
[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][S:10][C:11]2[CH:20]=[CH:19][CH:18]=[CH:17][C:12]=2[C:13]([O:15][CH3:16])=[O:14])[CH:5]=[CH:6][CH:7]=1.[CH2:21]([N:28]([CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[C:29](=[O:32])[CH2:30]Br)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[CH2:21]([N:28]([CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[C:29](=[O:32])[CH2:30][O:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][S:10][C:11]2[CH:20]=[CH:19][CH:18]=[CH:17][C:12]=2[C:13]([O:15][CH3:16])=[O:14])[CH:5]=[CH:6][CH:7]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 68872277HCID 68872277, VerbindungHCID 68873442Methyl 2-([2-(3-hydroxyphenyl)ethyl]thio}benzoate

Produkt 1

HCID 68871299HCID 68871299, VerbindungAusbeute 89,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Methyl 2-{[2-(3-hydroxyphenyl)ethyl]thio}benzoate (129 mg, 0.447 mmol), N-benzyl-2-bromo-N-hexylacetamide (154 mg, 0.492 mmol) and potassium carbonate, anhydrous (93 mg, 0.671 mmol) were mixed in acetonitrile (10 ml). The mixture was heated to reflux overnight and then evaporated to dryness. Water and ethyl acetate were added into the residue. The two phases were separated. The organic phase was washed with brine and dried with magnesium sulphate and then evaporated. Chromatography of the residue on a column (ISOLUTE® SI, 2 g/6 ml) using ethyl acetate/heptane (10:90, then 25:75) as eluant gave 208 mg the desired product, yield 89.5%.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux overnight
  3. customevaporated to dryness
  4. additionWater and ethyl acetate were added into the residue
  5. customThe two phases were separated
  6. washThe organic phase was washed with brine
  7. dry with materialdried with magnesium sulphate
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-9acd7911ef94466eb2786651b1712e0c
Quelldatensatz
uspto-grants-2009_04
Patentnummer
US07521461B2

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