N-bromobutanimide → 6-Bromomethyl-4-methanesulfonyl-3,4-dihydro-2H-benzo[1,4]oxazine

HRID 1295558Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1295558
[CH3:1][S:2]([N:5]1[C:10]2[CH:11]=[C:12]([CH3:15])[CH:13]=[CH:14][C:9]=2[O:8][CH2:7][CH2:6]1)(=[O:4])=[O:3].[Br:16]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.[W]>[Br:16][CH2:15][C:12]1[CH:13]=[CH:14][C:9]2[O:8][CH2:7][CH2:6][N:5]([S:2]([CH3:1])(=[O:3])=[O:4])[C:10]=2[CH:11]=1

Komponenten

5

Edukt 2

HCID 67184N-bromobutanimideHCID 694178614-Methanesulfonyl-6-methyl-3,4-dihydro-2H-benzo[1,4]oxazine

Produkt 1

HCID 694200776-Bromomethyl-4-methanesulfonyl-3,4-dihydro-2H-benzo[1,4]oxazineAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23964TungstenKatalysatorHCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

4-Methanesulfonyl-6-methyl-3,4-dihydro-2H-benzo[1,4]oxazine (2.0 g, 8.8 mmol) and N-bromosuccinimide (1.88 g, 10.6 mmol) were dissolved in carbon tetrachloride (100 mL) and the mixture heated at reflux under a 250 W tungsten lamp. After 2 h the mixture was cooled to ambient temperature and filtered through Kieselguhr. The combined filtrate and washings were evaporated to dryness under reduced pressure to give the title compound (2.66 g, 100%) as a brown oil.

Aufarbeitung

  1. temperaturethe mixture heated
  2. filtrationfiltered through Kieselguhr
  3. customThe combined filtrate and washings were evaporated to dryness under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-71b8f1b2a2374a98aba49371a4cc6918
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07244726B2

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