Water → methyl N-methoxy-N-(3-bromobenzyl)carbamate

HRID 1168038Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1168038
[CH3:1][O:2][NH:3][C:4](=[O:7])[O:5][CH3:6].[H-].[Na+].[Br:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=1)[CH2:14]Br.O>CN(C)C=O>[CH3:1][O:2][N:3]([CH2:14][C:13]1[CH:16]=[CH:17][CH:18]=[C:11]([Br:10])[CH:12]=1)[C:4](=[O:7])[O:5][CH3:6]

Komponenten

6

Edukt 4

HCID 962WaterHCID 24758Sodium hydrideHCID 699793-Bromobenzyl bromideHCID 12663380methyl N-methoxycarbamate

Produkt 1

HCID 22995020methyl N-methoxy-N-(3-bromobenzyl)carbamateAusbeute 455 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

2.52 g of methyl N-methoxycarbamate in N,N-dimethylformamide (30 ml) was stirred together with 1.15 g of 60% sodium hydride at room temperature for 30 minutes. 1.00 g of 3-bromobenzyl bromide was added dropwise at room temperature, and the resulting solution was stirred for 3 hours. After the reaction, the reaction solution was poured into water and extracted with ethyl acetate, and the organic layer was separated, dried over anhydrous magnesium sulfate and evaporated under reduced pressure for removal of the solvent. The residue was purified by silica gel column chromatography to give 4.99 g of methyl N-methoxy-N-(3-bromobenzyl)carbamate as a transparent viscous liquid.

Aufarbeitung

  1. customAfter the reaction
  2. extractionextracted with ethyl acetate
  3. customthe organic layer was separated
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated under reduced pressure for removal of the solvent
  6. customThe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-243c3e24acc04d54b844e97624f5b8dc
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06620961B1

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