Trimethylsilylacetylene → Tert-butyl{4-cyano-2-[(trimethylsilyl)ethynyl]phenoxy}acetate

HRID 2390144Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2390144
[C:1]([O:5][C:6](=[O:22])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12](Cl)=[CH:11][C:10]=1[C:16]#[C:17][Si:18]([CH3:21])([CH3:20])[CH3:19])([CH3:4])([CH3:3])[CH3:2].C(OC(=O)COC1C=CC([C:37]#[N:38])=CC=1Br)(C)(C)C.C[Si](C#C)(C)C>>[C:1]([O:5][C:6](=[O:22])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:37]#[N:38])=[CH:11][C:10]=1[C:16]#[C:17][Si:18]([CH3:21])([CH3:20])[CH3:19])([CH3:4])([CH3:3])[CH3:2]

Komponenten

4

Edukt 3

HCID 66111TrimethylsilylacetyleneHCID 56594380Tert-butyl{4-chloro-2-[(trimethylsilyl)ethynyl]phenoxy}acetateHCID 58521856Tert-butyl 2-(2-bromo-4-cyanophenoxy)acetate2×

Produkt 1

HCID 58521908Tert-butyl{4-cyano-2-[(trimethylsilyl)ethynyl]phenoxy}acetateAusbeute 87 %

Versuchsvorschrift

Following the general method as outlined in Intermediate 2, starting from tert-butyl(2-bromo-4-cyanophenoxy)acetate (Intermediate 44) and (trimethylsilyl)acetylene (Aldrich), the title compound was obtained as a dark brown sticky solid in 87% yield.

Quellen und Nachweise

ORD-Eintrag
ord-47256b9790624be4800c2434eaef6e3f
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08273769B2

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