Methyl butyrate → Methyl 2-ethyl-6-[(4,6-diphenyl-2-pyridyl)oxy]hexanoate

HRID 2380351

Reaktionsgleichung

Reaktionsgleichung von HRID 2380351
[C:1]1([C:7]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[NH:10][C:9](=[O:19])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(OC)(=O)CCC.Br[CH2:28][CH2:29][CH2:30][CH2:31][CH:32]([CH2:37][CH3:38])[C:33]([O:35][CH3:36])=[O:34]>C(=O)([O-])[O-].[Ag+2].CN(C)C=O>[CH2:37]([CH:32]([CH2:31][CH2:30][CH2:29][CH2:28][O:19][C:9]1[CH:8]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:12]=[C:11]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:10]=1)[C:33]([O:35][CH3:36])=[O:34])[CH3:38]

Komponenten

6

Edukt 3

HCID 12180Methyl butyrateHCID 38462014,6-Diphenyl-2-pyridoneHCID 18987246HCID 18987246, Verbindung

Produkt 1

HCID 18987170Methyl 2-ethyl-6-[(4,6-diphenyl-2-pyridyl)oxy]hexanoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418647HCID 178418647, VerbindungKatalysatorHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

The procedure in Example 5 is followed but using 4,6-diphenyl-2-pyridinone (2.8 g) (prepared by analogy with the method described in Patent EP 108 592 from methyl butanoate), methyl 6-bromo-2-ethylhexanoate (5.4 g), silver carbonate (1.6 g) and dimethylformamide (100 cc). The reaction mixture is heated at 100° C. for 31 hours then at 120° C. for 40 hours. The product is purified by chromatography under pressure on silica gel (30-60 mm; eluent: n-hexane-ethyl acetate 9-1). (yellow oil)

Aufarbeitung

  1. customprepared by analogy with the method
  2. customThe product is purified by chromatography under pressure on silica gel (30-60 mm; eluent: n-hexane-ethyl acetate 9-1)

Quellen und Nachweise

ORD-Eintrag
ord-876ac8bc29ed4b1ba525258cdde6c048
Quelldatensatz
uspto-grants-1994_11
Patentnummer
US05366982

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