Tosylmethyl isocyanide → 5-[5-Bromo-3-methoxy-2-(2-trimethylsilanylethoxymethoxy)-phenyl]oxazole

HRID 12295

Reaktionsgleichung

Reaktionsgleichung von HRID 12295
[Br:1][C:2]1[CH:3]=[C:4]([O:19][CH3:20])[C:5]([O:10][CH2:11][O:12][CH2:13][CH2:14][Si:15]([CH3:18])([CH3:17])[CH3:16])=[C:6]([CH:9]=1)[CH:7]=[O:8].C1(C)C=CC(S([CH2:30][N+:31]#[C-:32])(=O)=O)=CC=1>CO>[Br:1][C:2]1[CH:3]=[C:4]([O:19][CH3:20])[C:5]([O:10][CH2:11][O:12][CH2:13][CH2:14][Si:15]([CH3:16])([CH3:18])[CH3:17])=[C:6]([C:7]2[O:8][CH:32]=[N:31][CH:30]=2)[CH:9]=1

Komponenten

4

Edukt 2

HCID 161915Tosylmethyl isocyanideHCID 860709695-Bromo-3-methoxy-2-(2-trimethylsilanylethoxymethoxy)benzaldehyde

Produkt 1

HCID 686811785-[5-Bromo-3-methoxy-2-(2-trimethylsilanylethoxymethoxy)-phenyl]oxazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

1 g of 5-bromo-3-methoxy-2-(2-trimethylsilanylethoxymethoxy)benzaldehyde and 0.54 g of p-toluenesulfonylmethyl isocyanide are dissolved in 40 ml of methanol, 0.38 g of o-potassiumcarbonate is added in portions, and the reaction mixture is heated to reflux for 18 h. The solvent is then distilled off, and the crude product is purified by silica gel chromatography (ethyl acetate/heptane).

Aufarbeitung

  1. temperaturethe reaction mixture is heated
  2. temperatureto reflux for 18 h
  3. distillationThe solvent is then distilled off
  4. customthe crude product is purified by silica gel chromatography (ethyl acetate/heptane)

Quellen und Nachweise

ORD-Eintrag
ord-552dac4e3cd44625bf490bacd309abfc
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07727989B2

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