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

HRID 1985293Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1985293
[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 t-Butyl N-(2-methoxybenzyl)carbamate was dissolved in 50 ml of acetonitrile, and 4.6 g of N-bromosuccinimide was added. After stirring was continued at room temperature for 3 hours, the solvent was evaporated. The residue was dissolved in ethyl acetate, and washed successively with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated. The residue was washed with a mixed solution of methyl t-butyl ether and hexane, to give 6.97 g of the title compound.

Aufarbeitung

  1. customthe solvent was evaporated
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed successively with water and saturated brine
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated
  6. washThe residue was washed with a mixed solution of methyl t-butyl ether and hexane

Quellen und Nachweise

ORD-Eintrag
ord-7df243ff2a4f4008a919224b26af209b
Quelldatensatz
uspto-grants-2009_06
Patentnummer
US07544835B2

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