2,6-Di-tert-butyl-4-methylphenol → Phenol, 4-(bromomethyl)-2,6-bis(1,1-dimethylethyl)-

HRID 976233

Reaktionsgleichung

Reaktionsgleichung von HRID 976233
[C:1]([C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[OH:16])([CH3:4])([CH3:3])[CH3:2].[Br:17]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[C:12]([C:7]1[CH:8]=[C:9]([CH2:11][Br:17])[CH:10]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:6]=1[OH:16])([CH3:15])([CH3:14])[CH3:13]

Komponenten

4

Edukt 2

HCID 314042,6-Di-tert-butyl-4-methylphenolHCID 67184N-bromobutanimide

Produkt 1

HCID 612973Phenol, 4-(bromomethyl)-2,6-bis(1,1-dimethylethyl)-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

A mixture of 1 g of 2,6-di-t-butyl-4-methyl phenol, 0.9 g of N-bromosuccinimide and 40 ml of carbon tetrachloride was boiled for 1.5 hours. Succinimide was removed by filtration, and the resulting organic solution was evaporated to give a viscous liquid with the following 1H NMR spectrum (CDCl3, ppm from TMS): 7.05 ppm (s, ArH, 2), 5,15 ppm (s, OH, 1), 4.35 ppm (s, CH2Br, 2) and 1.3 ppm (s, CH3, 18).

Aufarbeitung

  1. customSuccinimide was removed by filtration
  2. customthe resulting organic solution was evaporated
  3. customto give a viscous liquid with the following 1H NMR spectrum (CDCl3, ppm from TMS): 7.05 ppm (s, ArH, 2), 5,15 ppm (s, OH, 1), 4.35 ppm (s, CH2Br, 2) and 1.3 ppm (s, CH3, 18)

Quellen und Nachweise

ORD-Eintrag
ord-2090368da56045f2874063feeb30f5d0
Quelldatensatz
uspto-grants-1997_03
Patentnummer
US05612321

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