Triethylamine → 5-({[t-Butyl(dimethyl)silyl]oxy}methyl)-2-furonitrile

HRID 2247639

Reaktionsgleichung

Reaktionsgleichung von HRID 2247639
[Si:1]([O:8][CH2:9][C:10]1[O:14][C:13]([CH:15]=O)=[CH:12][CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].Cl.NO.C([N:22](CC)CC)C.C1(N=C=NC2CCCCC2)CCCCC1>>[Si:1]([O:8][CH2:9][C:10]1[O:14][C:13]([C:15]#[N:22])=[CH:12][CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Komponenten

5

Versuchsvorschrift

The crude product of the title compound was synthesized by conducting the similar reaction to that mentioned in Example 1 (1c) using 5-({[t-butyl(dimethyl)silyl]oxy}methyl)-2-furaldehyde (9.1 g, 38 mmol) [reference literature: Tetrahedron, vol. 50 (23), 6767 (1994)], hydroxylamine hydrochloride (2.9 g, 42 mmol), triethylamine (11 ml, 76 mmol) and N,N′-dicyclohexylcarbodiimide (8.6 g, 42 mmol). Subsequently, the crude product of the title compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (1:9) as the eluent to afford the title compound (7.5 g) in a yield of 84% as a colourless oily product.

Aufarbeitung

  1. customthe similar reaction to

Quellen und Nachweise

ORD-Eintrag
ord-524ee479aa0640b28b520bf7f6768ca2
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07687491B2

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