Dimethylformamide → 2,6-Diisopropyl-4-bromobenzaldehyde

HRID 1097161Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1097161
I[C:2]1[C:7]([CH:8]([CH3:10])[CH3:9])=[CH:6][C:5]([Br:11])=[CH:4][C:3]=1[CH:12]([CH3:14])[CH3:13].[Li]CCCC.CN([CH:23]=[O:24])C>C1(C)C=CC=CC=1>[CH:12]([C:3]1[CH:4]=[C:5]([Br:11])[CH:6]=[C:7]([CH:8]([CH3:10])[CH3:9])[C:2]=1[CH:23]=[O:24])([CH3:14])[CH3:13]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 574376675-Bromo-2-iodo-1,3-diisopropylbenzeneHCID 178418339Butyllithium

Produkt 1

HCID 574376682,6-Diisopropyl-4-bromobenzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Versuchsvorschrift

A 150 mL of dry toluene solution of 1-iodo-2,6-diisopropyl-4-bromobenzene (17.6 g, 0.048 mol) was treated with n-BuLi (1.6 M in hexane, 75 mL) at −78° C. in 30 minutes. After stirring for 15 minutes, dry DMF (20 mL) in 50 mL of toluene was added dropwise. The resulting mixture was slowly warmed up to room temperature. After regular work up, the crude product was distilled at 140° C. under vacuum to afford 2,6-diisopropyl-4-bromobenzaldehyde (11.5 g).

Aufarbeitung

  1. distillationAfter regular work up, the crude product was distilled at 140° C. under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-77df41682c48435fbd7b9f1b93ceb0a9
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08142909B2

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