Sulfur Dioxide → 1-Bromo-4-(2-methylpropyl)benzene

HRID 463458

Reaktionsgleichung

Reaktionsgleichung von HRID 463458
[Br:1]N1C(=O)CCC1=O.S(=O)=O.[CH2:12]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH:13]([CH3:15])[CH3:14]>>[Br:1][C:19]1[CH:20]=[CH:21][C:16]([CH2:12][CH:13]([CH3:15])[CH3:14])=[CH:17][CH:18]=1

Komponenten

4

Edukt 3

HCID 1119Sulfur DioxideHCID 10870IsobutylbenzeneHCID 67184N-bromobutanimide

Produkt 1

HCID 37890181-Bromo-4-(2-methylpropyl)benzeneAusbeute 2 %

Versuchsvorschrift

To a mixture of 1.78 g (10 milliMoles) of N-bromosuccinimide in 20 ml of liquid sulfur dioxide at -30° C. is added 1.57 ml (10.0 mMoles) of isobutylbenzene. The mixture is stirred at -30° to -18° for 65 minutes, then worked up as above. Assay gives only 2% p-bromoisobutylbenzene and 88% recovered starting isobutylbenzene, indicating that the reaction with NBS is very slow at this temperature.

Quellen und Nachweise

ORD-Eintrag
ord-a31b5e83841e4b7c98d0fbe31b1aaed1
Quelldatensatz
uspto-grants-1985_05
Patentnummer
US04518799

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