N-bromobutanimide → Tert-butyl (5-bromo-2-methoxybenzyl)carbamate

HRID 1816582

Reaktionsgleichung

Reaktionsgleichung von HRID 1816582
[CH3:1][O:2][C:3]1[CH:17]=[CH:16][CH:15]=[CH:14][C:4]=1[CH2:5][NH:6][C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10].[Br:18]N1C(=O)CCC1=O>C(#N)C>[Br:18][C:15]1[CH:16]=[CH:17][C:3]([O:2][CH3:1])=[C:4]([CH:14]=1)[CH2:5][NH:6][C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:10])[CH3:11]

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 22926021Tert-butyl (2-methoxybenzyl)carbamate

Produkt 1

HCID 22926030Tert-butyl (5-bromo-2-methoxybenzyl)carbamateAusbeute 86,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

6.04 g of tertiary butyl N-(2-methoxybenzyl)carbamate was dissolved in 50 ml acetonitrile, followed by adding 4.6 g of N-bromosuccinimide thereto. After stirring at room temperature for 3 hours, the solvent was evaporated. The residue was dissolved in ethyl acetate and successively-washed with water and brine. The organic layer was dried over anhydrous magnesium sulfate and the solvent was evapoarated. The residue was washed with a mixture of methyl tertiary butyl methyl ether and hexane, to give 6.97 g of tertiary butyl N-(5-bromo-2-methoxybenzyl)carbamate.

Aufarbeitung

  1. customthe solvent was evaporated
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washsuccessively-washed with water and brine
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. washThe residue was washed with a mixture of methyl tertiary butyl methyl ether and hexane

Quellen und Nachweise

ORD-Eintrag
ord-f64ec6f64a6e490089b7f086cb208991
Quelldatensatz
uspto-grants-2005_04
Patentnummer
US06884821B1

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