N-bromobutanimide → HCID 23113905, Verbindung

HRID 2376273Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2376273
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[C:14]3[C:15]([CH3:20])=[CH:16][C:17]([CH3:19])=[CH:18][C:13]=3[O:12][CH2:11]2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[Br:21]N1C(=O)CCC1=O>C(#N)C>[Br:21][C:16]1[C:17]([CH3:19])=[CH:18][C:13]2[O:12][CH2:11][CH:10]([C:7]3[CH:8]=[CH:9][C:4]([CH:1]([CH3:3])[CH3:2])=[CH:5][CH:6]=3)[C:14]=2[C:15]=1[CH3:20]

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 23114042HCID 23114042, Verbindung

Produkt 1

HCID 23113905HCID 23113905, VerbindungAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of 3-(4-isopropylphenyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran synthesized in Reference Example 15 (5.62 g, 21.1 mmol) in acetonitrile (60 mL) was added N-bromosuccinimide (3.76 g, 21.1 mmol) at 0° C., and the mixture was stirred at the same temperature for 1 hour. The solvent was distilled off under reduced pressure to obtain a residue, which was purified by silica gel column chromatography (hexane:ethyl acetate=10:1) to obtain 5.95 g (yield 82%) of the title compound. Melting point: 90-91° C. (methanol).

Aufarbeitung

  1. distillationThe solvent was distilled off under reduced pressure
  2. customto obtain a residue, which
  3. customwas purified by silica gel column chromatography (hexane:ethyl acetate=10:1)

Quellen und Nachweise

ORD-Eintrag
ord-10d0680cc2404fd395843d3c4094e3c7
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07465815B2

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