2-Methoxyaniline → 4-Bromo-2-methoxyaniline

Reaktionsgleichung

[CH3:1][O:2][C:3]1[CH:9]=[CH:8][CH:7]=[CH:6][C:4]=1[NH2:5].[Br:10]C1C(=O)C(Br)=CC(Br)(Br)C=1>>[Br:10][C:8]1[CH:7]=[CH:6][C:4]([NH2:5])=[C:3]([O:2][CH3:1])[CH:9]=1

Komponenten

Edukt 2

HCID 70002-Methoxyaniline

HCID 884332,4,4,6-Tetrabromocyclohexa-2,5-dienone

Produkt 1

HCID 4592574-Bromo-2-methoxyaniline

Versuchsvorschrift

2-Methoxyaniline was brominated with 2,4,4,6-tetrabromo-2,5-cyclohexadien-1-one to give 4-bromo-2-methoxyaniline which was reacted with di-tert-butyldicarbonate in tetrahydrofuran to protect the amine group. The product was treated with butyllithium at -78° C. and then with trimethyltin chloride to give 4-tert-butoxycarbonylamino-3-methoxyphenyl trimethyl stannane.

Quellen und Nachweise

ORD-Eintrag: ord-81be778add174383838e4f6b692fb180
Quelldatensatz: uspto-grants-1999_12
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06001839

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