Methanol → 4-(4'-methylbiphenyl-2-carboxamido)-N-methyl-N-(2-formylphenyl)benzamide

HRID 323148

Reaktionsgleichung

Reaktionsgleichung von HRID 323148
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:14]([NH:16][C:17]3[CH:34]=[CH:33][C:20]([C:21]([N:23]([CH3:32])[C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=4[CH2:30][OH:31])=[O:22])=[CH:19][CH:18]=3)=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1.[O-][O-].[Mg+2].CO.C(OCC)C>C(Cl)(Cl)Cl>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:9]([C:14]([NH:16][C:17]3[CH:18]=[CH:19][C:20]([C:21]([N:23]([CH3:32])[C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=4[CH:30]=[O:31])=[O:22])=[CH:33][CH:34]=3)=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 887MethanolHCID 3283Diethyl EtherHCID 61745Magnesium peroxide (Mg(O2))HCID 220107654-(4'-methylbiphenyl-2-carboxamido)-N-methyl-N-(2-hydroxymethylphenyl)benzamide

Produkt 1

HCID 220109874-(4'-methylbiphenyl-2-carboxamido)-N-methyl-N-(2-formylphenyl)benzamideAusbeute 93,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

A mixture of 4-(4′-methylbiphenyl-2-carboxamido)-N-methyl-N-(2-hydroxymethylphenyl)benzamide (225 mg) and magnesium dioxide (651 mg) in chloroform (10 ml) was refluxed for 3 hours and the solution was filtered through Celite. The filtrate was evaporated in vacuo to give a crude oil and the oil was subjected to silica gel column (1% methanol in chloroform). The product was solidified with diethyl ether to give 4-(4′-methylbiphenyl-2-carboxamido)-N-methyl-N-(2-formylphenyl)benzamide (209 mg) as a white powder.

Aufarbeitung

  1. temperaturewas refluxed for 3 hours
  2. filtrationthe solution was filtered through Celite
  3. customThe filtrate was evaporated in vacuo
  4. customto give a crude oil

Quellen und Nachweise

ORD-Eintrag
ord-5a15c12ba5824e078d19a9fdc2ba8f51
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06211242B1

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