Allyl bromide → N-(2-Methyl-2-propenyl)-4-acetamido-3-bromo-2,6-dimethylanisole

HRID 1488462Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1488462
[C:1]([NH:4][C:5]1[CH:10]=[C:9]([CH3:11])[C:8]([O:12][CH3:13])=[C:7]([CH3:14])[C:6]=1[Br:15])(=[O:3])[CH3:2].C(N(C1C=C(C)[C:26](OC)=[C:25]([CH3:32])[C:24]=1Br)C(=O)C)C=C.C(Br)C=C>>[CH3:26][C:25](=[CH2:24])[CH2:32][N:4]([C:5]1[CH:10]=[C:9]([CH3:11])[C:8]([O:12][CH3:13])=[C:7]([CH3:14])[C:6]=1[Br:15])[C:1](=[O:3])[CH3:2]

Komponenten

4

Edukt 3

HCID 7841Allyl bromideHCID 22905637N-Allyl-4-acetamido-3-bromo-2,6-dimethylanisoleHCID 229056464-Acetamido-3-bromo-2,6-dimethylanisole

Produkt 1

HCID 22905663N-(2-Methyl-2-propenyl)-4-acetamido-3-bromo-2,6-dimethylanisoleAusbeute 86 %

Versuchsvorschrift

Treatment of 4-acetamido-3-bromo-2,6-dimethylanisole (2.7 g, 10 mmol) according to a procedure similar to the one used for making compound 8, substituting methallylbromide for allyl bromide, afforded 14 (2.8 g, 86% yield) as a viscous liquid. Spectral data: 1H NMR (250 MHz): δ 1.71 (s, 3H), 1.75 (s, 3H), 2.18 (s, 3H), 2.33 (s, 3H), 3.26 (d, 1H, J=15 Hz), 3.66 (s, 3H), 4.62 (s, 1H), 4.75 (s, 1H), 4.82 (d, 1H, J=15 Hz), 6.82 (s, 1H).

Quellen und Nachweise

ORD-Eintrag
ord-0038a4ceb9f943dcb70aa8ac03a1dd4d
Quelldatensatz
uspto-grants-1997_10
Patentnummer
US05674876

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