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Bromine → 1-Bromo-2,3,4,5-tetramethoxy-6-methylbenzene

HRID 2268437
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2268437
[Br:1]Br.[CH3:3][O:4][C:5]1[CH:10]=[C:9]([CH3:11])[C:8]([O:12][CH3:13])=[C:7]([O:14][CH3:15])[C:6]=1[O:16][CH3:17]>C(O)(=O)C>[Br:1][C:10]1[C:9]([CH3:11])=[C:8]([O:12][CH3:13])[C:7]([O:14][CH3:15])=[C:6]([O:16][CH3:17])[C:5]=1[O:4][CH3:3]
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Komponenten

4

Edukt 2

HCID 24408BromineHCID 98777642,3,4,5-Tetramethoxytoluene

Produkt 1

HCID 125607691-Bromo-2,3,4,5-tetramethoxy-6-methylbenzeneAusbeute 83,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Bromine (46.7 g, 0.292 mols) was dropwise added to a solution of 1,2,3,4-tetramethoxy-5-methylbenzene (51.6 g, 0.243 mols) in acetic acid (100 ml) at room temperature, and the reaction mixture was stirred for 15 minutes and then concentrated in vacuo. The residue was diluted with ethyl acetate, and the organic layer was washed with water, a saturated aqueous sodium bicarbonate solution, water and a saturated aqueous sodium chloride solution, then dried, and concentrated in vacuo. The thus-obtained crude product was purified by silica gel column chromatography (hexane:ethyl acetate=20:1) to obtain the entitled compound (59.1 g) as an oil.

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. additionThe residue was diluted with ethyl acetate
  3. washthe organic layer was washed with water
  4. dry with materiala saturated aqueous sodium bicarbonate solution, water and a saturated aqueous sodium chloride solution, then dried
  5. concentrationconcentrated in vacuo
  6. customThe thus-obtained crude product
  7. customwas purified by silica gel column chromatography (hexane:ethyl acetate=20:1)

Quellen und Nachweise

ORD-Eintrag
ord-06dce7c814e64274b58dc462733d890d
Quelldatensatz
uspto-grants-2001_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06326369B1

Notizen zur Reaktion

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