Nitrogen → 5-(tert-Butyl-dimethyl-silanyloxymethyl)-isoxazole-3-carbaldehyde

HRID 42814

Reaktionsgleichung

Reaktionsgleichung von HRID 42814
N#N.[C:3]([SiH2:7][O:8][C:9]([CH3:18])([CH3:17])[C:10]1[O:14][N:13]=[C:12]([CH2:15][OH:16])[CH:11]=1)([CH3:6])([CH3:5])[CH3:4]>C(C#N)(C)=O.O=[Mn]=O>[C:3]([SiH2:7][O:8][C:9]([CH3:18])([CH3:17])[C:10]1[O:14][N:13]=[C:12]([CH:15]=[O:16])[CH:11]=1)([CH3:6])([CH3:4])[CH3:5]

Komponenten

5

Edukt 2

HCID 947NitrogenHCID 131730844[5-(tert-Butyl-dimethyl-silanyloxymethyl)-isoxazol-3-yl]-methanol

Produkt 1

HCID 1317308465-(tert-Butyl-dimethyl-silanyloxymethyl)-isoxazole-3-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14801Manganese dioxideKatalysatorHCID 694302-OxopropiononitrileLösungsmittel

Versuchsvorschrift

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of [5-(tert-butyl-dimethyl-silanyloxymethyl)-isoxazol-3-yl]-methanol (2.94 g, 12.08 mmol) in AcCN (120.0 mL) was treated at rt with MnO2 (8.17 g, 84.56 mmol) and the reaction mixture was stirred for 24 h at rt before being filtered through Celite. The solvent was removed under reduced pressure to give the title compound as a yellow oil: TLC:rf (9:1 hept-EA)=0.32. LC-MS-conditions 02: tR=0.92 min.

Aufarbeitung

  1. filtrationbefore being filtered through Celite
  2. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4b8f9c0889454eae8fb7784dd72b7cc0
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536209B2

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