1,3-Dibromopropane → 2H-1,4-Benzoxazine, 4-(3-bromopropyl)-3,4-dihydro-

HRID 901827Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 901827
[O:1]1[CH2:6][CH2:5][NH:4][C:3]2[CH:7]=[CH:8][CH:9]=[CH:10][C:2]1=2.[Br:11][CH2:12][CH2:13][CH2:14]Br.C(=O)([O-])[O-].[Na+].[Na+]>CN(C=O)C.C(OCC)(=O)C>[O:1]1[CH2:6][CH2:5][N:4]([CH2:14][CH2:13][CH2:12][Br:11])[C:3]2[CH:7]=[CH:8][CH:9]=[CH:10][C:2]1=2

Komponenten

6

Edukt 3

HCID 80011,3-DibromopropaneHCID 10340Sodium CarbonateHCID 5850963,4-Dihydro-2H-1,4-benzoxazine

Produkt 1

HCID 114708452H-1,4-Benzoxazine, 4-(3-bromopropyl)-3,4-dihydro-

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of 3,4-dihydro-2H-benzo[b][1,4]oxazine (3.0 g, 1 eq, 22.2 mmol), 1,3-dibromopropane (22.5 ml, 10 eq, 222 mmol) and anhydrous sodium carbonate (7.05 g, 3 eq, 66.6 mmol) in dry DMF (200 ml) was heated at 70° C. for 16 h. The reaction mixture was diluted with ethyl acetate and washed with water and brine. The residue was chromatographed using ethyl acetate and hexane to yield the title compounds as liquid mass (2.6 g, 47%).

Aufarbeitung

  1. washwashed with water and brine
  2. customThe residue was chromatographed

Quellen und Nachweise

ORD-Eintrag
ord-538ea71e18814810a68e0e9c5a8608eb
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07365064B2

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