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Sodium Hydroxide → 2-n-Butyl-3-[4-(N-t-butyl-3-azetidinoxy)benzoyl]benzofuran

HRID 1577014
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1577014
[CH2:1]([C:5]1[O:6][C:7]2[CH:22]=[CH:21][CH:20]=[CH:19][C:8]=2[C:9]=1[C:10](=[O:18])[C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1)[CH2:2][CH2:3][CH3:4].[C:23]([N:27]1[CH2:30][CH:29](Cl)[CH2:28]1)([CH3:26])([CH3:25])[CH3:24].[OH-].[Na+]>C(O)C>[CH2:1]([C:5]1[O:6][C:7]2[CH:22]=[CH:21][CH:20]=[CH:19][C:8]=2[C:9]=1[C:10](=[O:18])[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH:29]2[CH2:30][N:27]([C:23]([CH3:26])([CH3:25])[CH3:24])[CH2:28]2)=[CH:13][CH:12]=1)[CH2:2][CH2:3][CH3:4]
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Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 96670(2-Butylbenzofuran-3-yl) (4-hydroxyphenyl) ketoneHCID 109971861-(Tert-butyl)-3-chloroazetidine

Produkt 1

HCID 215105062-n-Butyl-3-[4-(N-t-butyl-3-azetidinoxy)benzoyl]benzofuran

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 3.98 g. (13.5 mmol.) of 2-n-butyl-3-(4-hydroxybenzoyl)benzofuran, 2.0 g. (13.5 mmol.) of N-t-butyl-3-chloroazetidine and 0.54 g. of sodium hydroxide in 75 ml. of ethanol was refluxed for five hours. The reaction mixture was cooled, filtered and 125 ml. of 10% aqueous sodium hydroxide solution was added. The mixture was extracted three times with chloroform, the combined extracts were evaporated to dryness and the residue was chromatographed on alumina with chloroform as eluant to give the title compound.

Aufarbeitung

  1. additionA mixture of 3.98 g
  2. temperatureThe reaction mixture was cooled
  3. filtrationfiltered
  4. additionof 10% aqueous sodium hydroxide solution was added
  5. extractionThe mixture was extracted three times with chloroform
  6. customthe combined extracts were evaporated to dryness
  7. customthe residue was chromatographed on alumina with chloroform as eluant

Quellen und Nachweise

ORD-Eintrag
ord-ef9d1bc1a75f481eaf7729a0fb778372
Quelldatensatz
uspto-grants-1976_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US03983245

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