3-Bromobenzoic acid → 1-Bromo-3-tert-butylbenzene

HRID 36344

Reaktionsgleichung

Reaktionsgleichung von HRID 36344
[C:1]([C:5]1[CH:6]=[C:7](C#C)[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[Br:13]C1C=C(C=CC=1)C(O)=O.C[Al](C)C>CCCCCC>[C:1]([C:5]1[CH:6]=[C:7]([Br:13])[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 114563-Bromobenzoic acid2×HCID 149896671-(tert-Butyl)-3-ethynylbenzene2×HCID 16682925Trimethylaluminum

Produkt 1

HCID 3437981-Bromo-3-tert-butylbenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8058HexaneLösungsmittel

Versuchsvorschrift

Reaction Scheme 4 discloses a specific synthetic route to 3-tert-butylphenyl ethyne (Compound 22) starting with meta bromobenzoic acid (Compound 23), which is treated with trimethylaluminum in hexane to yield 3-tert-butyl bromobenzene (Compound 24). 3-Tert-butyl bromobenzene 24 is thereafter converted into the ethyne derivative 22 through the trimethylsilyl ethyne intermediate 25 in steps similar to the steps described in connection with Reaction Scheme 3.

Aufarbeitung

  1. customReaction Scheme 4

Quellen und Nachweise

ORD-Eintrag
ord-1545945aa4924efca8fa5810dddf53f3
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05414007

Verknüpfte Notizen

Wird geladen…