Hydrogen Bromide → Methyl 5-bromo-2,4-dimethoxybenzoate

HRID 2293545Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2293545
N[C:2]1[C:3]([O:14][CH3:15])=[CH:4][C:5]([O:12][CH3:13])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].[BrH:16].N([O-])=O.[Na+]>CC(C)=O.O>[Br:16][C:2]1[C:3]([O:14][CH3:15])=[CH:4][C:5]([O:12][CH3:13])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8]

Komponenten

6

Edukt 3

HCID 260Hydrogen BromideHCID 16638096Methyl 5-amino-2,4-dimethoxybenzoateHCID 23668193Sodium Nitrite

Produkt 1

HCID 3859236Methyl 5-bromo-2,4-dimethoxybenzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

A 0.65 g portion of methyl 5-amino-2,4-dimethoxybenzoate was dissolved in 10 ml of acetone and 1.5 ml of water, 1.80 ml of 48% hydrobromic acid was added, and then 0.23 g of sodium nitrite dissolved in 1 ml of water was added dropwise under ice-cooling, followed by a short period of stirring. Next, 0.51 g of cuprous bromide was added, and the mixture was warmed to room temperature. After completion of the reaction, insoluble matter was filtered, and the resulting residue was mixed with water, extracted with chloroform and then dried over anhydrous sodium sulfate. By evaporating the solvent under a reduced pressure, methyl 5-bromo-2,4-dimethoxybenzoate was obtained.

Aufarbeitung

  1. additionwas added dropwise under ice-
  2. temperaturecooling
  3. waitfollowed by a short period
  4. customAfter completion of the reaction, insoluble matter
  5. filtrationwas filtered
  6. additionthe resulting residue was mixed with water
  7. extractionextracted with chloroform
  8. dry with materialdried over anhydrous sodium sulfate
  9. customBy evaporating the solvent under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-98040c4c3c804a10b5593217dcd00461
Quelldatensatz
uspto-grants-1997_11
Patentnummer
US05686482

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