N-bromobutanimide → HCID 67142870, Verbindung

HRID 448716Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 448716
[C:1]([NH:4][C:5]1[C:6]2[CH:13]=[CH:12][N:11]([C@@H:14]3[O:26][C@H:25]([CH2:27][O:28][C:29](=[O:31])[CH3:30])[C@@H:20]([O:21][C:22](=[O:24])[CH3:23])[C@@:15]3([CH3:32])[O:16][C:17](=[O:19])[CH3:18])[C:7]=2[N:8]=[CH:9][N:10]=1)(=[O:3])[CH3:2].[Br:33]N1C(=O)CCC1=O>CN(C=O)C>[C:1]([NH:4][C:5]1[C:6]2[C:13]([Br:33])=[CH:12][N:11]([C@@H:14]3[O:26][C@H:25]([CH2:27][O:28][C:29](=[O:31])[CH3:30])[C@@H:20]([O:21][C:22](=[O:24])[CH3:23])[C@@:15]3([CH3:32])[O:16][C:17](=[O:19])[CH3:18])[C:7]=2[N:8]=[CH:9][N:10]=1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 67142229HCID 67142229, Verbindung

Produkt 1

HCID 67142870HCID 67142870, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a pre-cooled (0° C.) solution of the compound from Step A (460 mg, 1.00 mmol) in DMF is added N-bromosuccinimide (178 mg, 1.0 mmol) in DMF. The resulting solution is stirred at 0° C. for 30 min then at room temperature for another 30 min. The reaction is quenched by addition of methanol and evaporated in vacuo. The resulting crude mixture is purified on silica gel using ethyl acetate/hexane as the eluent. Fractions containing the desired product are pooled and evaporated in vacuo to give the desired product.

Aufarbeitung

  1. waitat room temperature for another 30 min
  2. customThe reaction is quenched by addition of methanol
  3. customevaporated in vacuo
  4. customThe resulting crude mixture is purified on silica gel
  5. additionFractions containing the desired product
  6. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0f8a2207a5b64cb2b759d1bad392c16b
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08481712B2

Notizen zur Reaktion

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