4-Iodophenol → 4-((Trimethylsilyl)ethynyl)phenol

HRID 340852

Reaktionsgleichung

Reaktionsgleichung von HRID 340852
[CH3:1][Si:2]([CH3:13])([CH3:12])[C:3]#[C:4][C:5]1[CH:6]=[C:7](O)[CH:8]=[CH:9][CH:10]=1.IC1C=CC([OH:21])=CC=1>>[CH3:1][Si:2]([CH3:13])([CH3:12])[C:3]#[C:4][C:5]1[CH:6]=[CH:7][C:8]([OH:21])=[CH:9][CH:10]=1

Komponenten

3

Edukt 2

HCID 108944-IodophenolHCID 220877193-((Trimethylsilyl)ethynyl)phenol

Produkt 1

HCID 107502104-((Trimethylsilyl)ethynyl)phenol

Versuchsvorschrift

4-TMSE-phenol was prepared in a similar manner as 3-TMSE-phenol, using 4-iodophenol (5.0 g) instead of 3-iodophenol. This gave 3.5 g (82% yield) of a brown oil. 1H NMR (acetone-d6, 300 MHz, ppm): 8.80 (s, 1H, Ar—OH), 7.34 (d, 2H, J=8.4 Hz, Ar—H), 6.85 (d, 2H, J=8.4 Hz, Ar—H), 0.21 (s, 9H, TMS). 13C NMR (CDCl3, 75 MHz, ppm): 156.1, 133.9, 115.6, 115.5, 105.3, 92.7, 0.2.

Quellen und Nachweise

ORD-Eintrag
ord-7805b660e69148ccaaa28a88006bab55
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08895688B2

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